ANISIC ACID (BioDeep_00000863719)

PANOMIX_OTCML-2023

代谢物信息卡片

InChI=1\C8H8O3\c1-11-7-4-2-6(3-5-7)8(9)10\h2-5H,1H3,(H,9,10

化学式: C8H8O3 (152.0473)
中文名称: 对甲氧基苯甲酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC=C(C=C1)C(=O)O
InChI: InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)

描述信息

COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1].
p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1].

同义名列表

34 个代谢物同义名

InChI=1\C8H8O3\c1-11-7-4-2-6(3-5-7)8(9)10\h2-5H,1H3,(H,9,10; 4-10-00-00346 (Beilstein Handbook Reference); Kyselina 4-methoxybenzoova [Czech]; Benzoic acid, 4-methoxy-; 4-methoxybenzoic acid; p-Methoxybenzoic acid; Anisic acid, p-isomer; ANISIC ACID, PARA; EINECS 215-618-8; EINECS 202-818-5; AE-848\32075009; W394505_ALDRICH; NCIOpen2_004706; 117390_ALDRICH; 4-Anisic acid; Draconic acid; p-Anisic acid; 84688_FLUKA; CHEBI:40813; ANISIC ACID; BRN 0508910; AIDS-018080; 10550_FLUKA; AIDS018080; ST5213868; NSC 32742; AI3-00893; 1335-08-6; NSC32742; 100-09-4; NSC7926; C02519; ANN; 4-Methoxybenzoate

数据库引用编号

15 个数据库交叉引用编号

ChEBI: CHEBI:40813
KEGG: C02519
PubChem: 7478
DrugBank: DB02795
ChEMBL: CHEMBL21932
CAS: 73424-02-9
CAS: 1335-08-6
CAS: 100-09-4
ChEBI: CHEBI:16639
PubChem: 5529
KNApSAcK: C00029536
PDB-CCD: ANN
NIKKAJI: J3.229H
medchemexpress: HY-N1394
KNApSAcK: 16639

分类词条

酮类、醛类、酸类

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

70 个相关的物种来源信息

219065 - Aconitum forrestii: 10.4268/CJCMM20120916
68527 - Aegle marmelos: 10.1080/14786410310001608037
1209451 - Anaphalis busua: 10.1016/0031-9422(82)80062-9
663965 - Anastatica hierochuntica:
165353 - Angelica sinensis (Oliv.)Diels: -
1123437 - Annona purpurea:
65558 - Capparis spinosa: 10.1016/S0378-8741(98)00229-3
36622 - Chaenomeles Sinensis (Thouin) Koehne: -
106546 - Chaenomeles speciosa: 10.1080/10412905.1994.9698331
1208297 - Colchicum bornmuelleri: 10.1016/0031-9422(90)87143-I
13445 - Colchicum speciosum: 10.1016/0031-9422(90)87143-I
589831 - Cota palaestina: 10.1021/NP9004129
1851000 - Cotoneaster orbicularis: 10.1016/S0031-9422(99)00598-1
456977 - Cyathobasis fruticulosa: 10.1021/NP0580006
2783874 - Daphne mucronata: 10.1016/S0367-326X(99)00010-6
1333886 - Euphorbia aleppica: 10.1016/0031-9422(95)00889-6
1514050 - Ferula sinaica: 10.1016/S0031-9422(98)00489-0
309328 - Ficus mucuso: 10.1021/NP100896W
429701 - Handroanthus impetiginosus:
124778 - Illicium verum:
124778 - Illicium verum Hook.f.: -
161756 - Isatis tinctoria: 10.1055/S-2006-958019
2338863 - Kalanchoe deficiens: 10.1016/J.TET.2008.01.090
2116407 - Kali collina: 10.1007/S10600-011-9896-2
2116407 - Kali collinum: 10.1007/S10600-011-9896-2
1310066 - Lagotis yunnanensis:
640809 - Lysionotus denticulosus: 10.1007/978-3-7091-1084-3_4
145754 - Malva sylvestris: 10.1016/J.PHYTOCHEM.2005.11.023
3673 - Momordica charantia:
5098 - Monascus purpureus: 10.1016/J.PHYTOL.2011.08.003
4432 - Nelumbo nucifera: 10.1248/CPB.59.947
2803928 - Neolitsea acuminatissima: 10.1021/NP010236W
1609885 - Neolitsea hiiranensis: 10.1016/J.PHYTOCHEM.2011.01.006
1616377 - Nymphaea nouchali var. caerulea: 10.1016/J.PHYTOCHEM.2008.04.009
72228 - Ophiocordyceps sinensis: 10.1021/NP100902F
183063 - Parthenium hysterophorus:
451078 - Pentagramma triangularis: 10.1016/S0031-9422(96)00597-3
2045269 - Peperomia heyneana: 10.1021/NP070089N
271192 - Pimpinella anisum: 10.1007/BF00629778
130377 - Piper aduncum: 10.1016/J.PHYTOCHEM.2009.03.010
405316 - Piper aequale: 10.1016/J.PHYTOCHEM.2007.05.003
33090 - Plants: -
582575 - Polycarpa aurata: 10.1021/NP000570C
3696 - Populus deltoides: 10.1016/0021-9673(95)00585-B
55489 - Posidonia oceanica:
211592 - Pulicaria paludosa: 10.1021/NP50060A017
880079 - Rhododendron dauricum: 10.1016/J.JCHROMB.2004.06.048
49622 - Rhododendron ferrugineum: 10.1021/NP100778K
694325 - Rostrinucula dependens: 10.1016/J.FITOTE.2005.06.010
525237 - Salsola collina: 10.1007/S10600-011-9896-2
268885 - Salvia yangii: 10.1016/S0367-326X(01)00290-8
202097 - Scapholeberis mucronata: 10.1016/S0367-326X(99)00010-6
996406 - Soroseris hookeriana: 10.1055/S-2000-8607
85282 - Stemona japonica: 10.1002/HLCA.200790036
1603837 - Strobilanthes dimorphotricha: 10.1055/S-2005-873125
170733 - Taraxacum formosanum: 10.1248/CPB.53.853
90037 - Taraxacum mongolicum: 10.1248/CPB.53.853
3548 - Trianthema portulacastrum: 10.1016/S0031-9422(00)00270-3
13750 - Vaccinium macrocarpon: 10.1016/S0021-9673(00)01030-X
51239 - Vanilla planifolia: 10.1021/JF9606971
117957 - Vanilla pompona: 10.1080/10412905.1997.9700743
237933 - Viburnum dilatatum: 10.1016/0031-9422(95)00790-3
199225 - 半夏: -
33090 - 小茴香: -
33090 - 当归: -
33090 - 木瓜: -
33090 - 沉香: -
33090 - 满山红: -
33090 - 羌活: -
33090 - 蔓荆子: -

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位		关联基因列表
Cytoplasm	7	BCL2, ELANE, GPR119, PLA2G12A, POMC, PTGS2, TYR
Peripheral membrane protein	2	CYP1B1, PTGS2
Endoplasmic reticulum membrane	5	BCL2, CYP1B1, EPHX1, GRIA1, PTGS2
Nucleus	2	BCL2, GABPA
cytosol	5	AGPS, BCL2, ELANE, GRIA1, PRKCQ
dendrite	1	GRIA1
phagocytic vesicle	1	ELANE
nucleoplasm	1	GABPA
Cell membrane	4	FFAR1, GPR55, GRIA1, GRIA3
Early endosome membrane	1	GRIA1
Multi-pass membrane protein	4	FFAR1, GPR55, GRIA1, GRIA3
Synapse	2	GRIA1, TAC1
cell surface	3	ELANE, GRIA1, PLG
dendritic shaft	1	GRIA1
glutamatergic synapse	2	GRIA1, PLG
Golgi apparatus	1	ATRN
Golgi membrane	1	INS
neuromuscular junction	1	GRIA1
neuronal cell body	2	GRIA1, TAC1
Lysosome	1	TYR
Presynapse	1	GRIA1
plasma membrane	8	ATRN, FFAR1, GPR119, GPR55, GRIA1, GRIA3, PLG, PRKCQ
synaptic vesicle membrane	1	GRIA1
Membrane	5	AGPS, BCL2, CYP1B1, GPR55, GRIA1
axon	1	TAC1
caveola	1	PTGS2
extracellular exosome	3	ATRN, ELANE, PLG
endoplasmic reticulum	2	BCL2, PTGS2
extracellular space	6	ATRN, ELANE, INS, PLG, POMC, TAC1
perinuclear region of cytoplasm	1	TYR
Schaffer collateral - CA1 synapse	1	PLG
mitochondrion	3	AGPS, BCL2, CYP1B1
protein-containing complex	2	BCL2, PTGS2
intracellular membrane-bounded organelle	2	CYP1B1, TYR
Microsome membrane	3	CYP1B1, EPHX1, PTGS2
postsynaptic density	1	GRIA1
Single-pass type I membrane protein	2	ATRN, TYR
Secreted	4	INS, PLA2G12A, PLG, POMC
extracellular region	6	ELANE, INS, PLA2G12A, PLG, POMC, TAC1
Mitochondrion outer membrane	1	BCL2
Single-pass membrane protein	1	BCL2
mitochondrial outer membrane	1	BCL2
excitatory synapse	1	GRIA1
neuronal cell body membrane	1	GRIA1
[Isoform 2]: Secreted	1	ATRN
centriolar satellite	1	PRKCQ
Nucleus membrane	1	BCL2
Bcl-2 family protein complex	1	BCL2
nuclear membrane	1	BCL2
external side of plasma membrane	2	GRIA1, PLG
dendritic spine	2	GRIA1, GRIA3
Melanosome membrane	1	TYR
neuron spine	1	GRIA1
cell-cell junction	1	GRIA1
Golgi-associated vesicle	1	TYR
recycling endosome	1	GRIA1
postsynaptic membrane	2	GRIA1, GRIA3
presynaptic active zone membrane	1	GRIA1
pore complex	1	BCL2
Peroxisome	1	AGPS
peroxisomal matrix	1	AGPS
peroxisomal membrane	1	AGPS
Cell projection, dendritic spine	1	GRIA1
collagen-containing extracellular matrix	2	ELANE, PLG
secretory granule	2	ELANE, POMC
Nucleus inner membrane	1	PTGS2
Nucleus outer membrane	1	PTGS2
nuclear inner membrane	1	PTGS2
nuclear outer membrane	1	PTGS2
Postsynaptic cell membrane	2	GRIA1, GRIA3
receptor complex	1	GPR119
neuron projection	1	PTGS2
chromatin	1	GABPA
blood microparticle	1	PLG
postsynaptic density, intracellular component	1	GRIA1
[Isoform 3]: Secreted	1	ATRN
Recycling endosome membrane	1	GRIA1
endosome lumen	1	INS
AMPA glutamate receptor complex	2	GRIA1, GRIA3
Cell projection, dendrite	1	GRIA1
Melanosome	1	TYR
myelin sheath	1	BCL2
Peroxisome membrane	1	AGPS
synaptic membrane	1	GRIA1
secretory granule lumen	2	INS, POMC
Golgi lumen	1	INS
endoplasmic reticulum lumen	2	INS, PTGS2
transcription repressor complex	1	ELANE
platelet alpha granule lumen	1	PLG
specific granule lumen	1	ELANE
endocytic vesicle membrane	2	GRIA1, GRIA3
transport vesicle	1	INS
Single-pass type III membrane protein	1	EPHX1
azurophil granule lumen	1	ELANE
Endoplasmic reticulum-Golgi intermediate compartment membrane	2	GRIA1, INS
postsynaptic density membrane	2	GRIA1, GRIA3
immunological synapse	1	PRKCQ
aggresome	1	PRKCQ
ER to Golgi transport vesicle membrane	1	GRIA1
parallel fiber to Purkinje cell synapse	1	GRIA3
[Isoform 1]: Cell membrane	1	ATRN
Cytoplasmic vesicle, phagosome	1	ELANE
dendritic spine membrane	1	GRIA1
BAD-BCL-2 complex	1	BCL2
proximal dendrite	1	GRIA1
axonal spine	1	GRIA1
perisynaptic space	1	GRIA1

文献列表

Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
Young H Seo, Shin-Young Kang, Ji-Sun Shin, Seung M Ryu, A Y Lee, Goya Choi, Byeong C Moon, Dae-Sik Jang, Sang H Shim, Dongho Lee, Kyung-Tae Lee, Jun Lee. Chemical Constituents from the Aerial Parts of Agastache rugosa and Their Inhibitory Activities on Prostaglandin E2 Production in Lipopolysaccharide-Treated RAW 264.7 Macrophages. Journal of natural products. 2019 12; 82(12):3379-3385. doi: 10.1021/acs.jnatprod.9b00697. [PMID: 31747281]
Manoj K Shivhare, P K Singour, P K Chaurasiya, Rajesh S Pawar. Trianthema portulacastrum Linn. (Bishkhapra). Pharmacognosy reviews. 2012 Jul; 6(12):132-40. doi: 10.4103/0973-7847.99947. [PMID: 23055639]
Shaheen Faizi, Shahina Fayyaz, Samina Bano, Erum Yawar Iqbal, Lubna, Humaira Siddiqi, Aneela Naz. Isolation of nematicidal compounds from Tagetes patula L. yellow flowers: structure-activity relationship studies against cyst nematode Heterodera zeae infective stage larvae. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9080-93. doi: 10.1021/jf201611b. [PMID: 21780738]
Atsuko Itoh, Tomomi Saitoh, Kaori Tani, Misaki Uchigaki, Yumi Sugimoto, Jun Yamada, Hiroshi Nakajima, Hideo Ohshiro, Schujian Sun, Takao Tanahashi. Bisbenzylisoquinoline Alkaloids from Nelumbo nucifera. Chemical & pharmaceutical bulletin. 2011; 59(8):947-51. doi: 10.1248/cpb.59.947. [PMID: 21804237]
Christy E Manyi-Loh, Roland N Ndip, Anna M Clarke. Volatile compounds in honey: a review on their involvement in aroma, botanical origin determination and potential biomedical activities. International journal of molecular sciences. 2011; 12(12):9514-32. doi: 10.3390/ijms12129514. [PMID: 22272147]
Souichi Nakashima, Hisashi Matsuda, Yoshimi Oda, Seikou Nakamura, Fengming Xu, Masayuki Yoshikawa. Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells. Bioorganic & medicinal chemistry. 2010 Mar; 18(6):2337-2345. doi: 10.1016/j.bmc.2010.01.046. [PMID: 20189399]
S Papageorgiou, A Varvaresou, E Tsirivas, C Demetzos. New alternatives to cosmetics preservation. Journal of cosmetic science. 2010 Mar; 61(2):107-23. doi: ". [PMID: 20447363]
Mahalingam Gayathri, Krishnan Kannabiran. 2-hydroxy 4-methoxy benzoic acid isolated from roots of Hemidesmus indicus ameliorates liver, kidney and pancreas injury due to streptozotocin-induced diabetes in rats. Indian journal of experimental biology. 2010 Feb; 48(2):159-64. doi: NULL. [PMID: 20455325]
Soumaya Kilani-Jaziri, Aicha Neffati, Ilef Limem, Jihed Boubaker, Ines Skandrani, Mohamed Ben Sghair, Ines Bouhlel, Wissem Bhouri, Anne Marie Mariotte, Kamel Ghedira, Marie-Genviève Dijoux Franca, Leila Chekir-Ghedira. Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells. Chemico-biological interactions. 2009 Sep; 181(1):85-94. doi: 10.1016/j.cbi.2009.04.014. [PMID: 19446539]
Li-Juan Yang, Yi-Ping Luo, Wen Chen, Jing-Feng Zhao, Xiao-Dong Yang, Liang Li. A novel norditerpenoid alkaloid from Aconitum macrorhynchum. Journal of Asian natural products research. 2009 Aug; 11(8):728-31. doi: 10.1080/10286020903029223. [PMID: 20183315]
Dae Sik Jang, Nam Hee Yoo, Yun Mi Lee, Jeong Lim Yoo, Young Sook Kim, Jin Sook Kim. Constituents of the flowers of Erigeron annuus with inhibitory activity on the formation of advanced glycation end products (AGEs) and aldose reductase. Archives of pharmacal research. 2008 Jul; 31(7):900-4. doi: 10.1007/s12272-001-1244-z. [PMID: 18704333]
Virginia Claudia da Silva, Mário Geraldo de Carvalho, Aline Nogueira Alves. Chemical constituents from leaves of Palicourea coriacea (Rubiaceae). Journal of natural medicines. 2008 Jul; 62(3):356-7. doi: 10.1007/s11418-008-0227-2. [PMID: 18404310]
Mahalingam Gayathri, Krishnan Kannabiran. Hypoglycemic activity of Hemidesmus indicus R. Br. on streptozotocin-induced diabetic rats. International journal of diabetes in developing countries. 2008 Jan; 28(1):6-10. doi: 10.4103/0973-3930.41979. [PMID: 19902032]
Nadana Saravanan, Namasivayam Nalini. Effect of 2-hydroxy 4-methoxy benzoic acid on an experimental model of hyperlipidaemia, induced by chronic ethanol treatment. The Journal of pharmacy and pharmacology. 2007 Nov; 59(11):1537-42. doi: 10.1211/jpp.59.11.0011. [PMID: 17976265]
Nadana Saravanan, Namasivayam Nalini. Inhibitory effect of Hemidesmus indicus and its active principle 2-hydroxy 4-methoxy benzoic acid on ethanol-induced liver injury. Fundamental & clinical pharmacology. 2007 Oct; 21(5):507-14. doi: 10.1111/j.1472-8206.2007.00500.x. [PMID: 17868203]
Hyunshun Shin, Heather A Gennadios, Douglas A Whittington, David W Christianson. Amphipathic benzoic acid derivatives: synthesis and binding in the hydrophobic tunnel of the zinc deacetylase LpxC. Bioorganic & medicinal chemistry. 2007 Apr; 15(7):2617-23. doi: 10.1016/j.bmc.2007.01.044. [PMID: 17296300]
Chao-Bin Xue, Li Zhang, Wan-Chun Luo, Xian-Ye Xie, Lin Jiang, Ting Xiao. 3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors. Bioorganic & medicinal chemistry. 2007 Mar; 15(5):2006-15. doi: 10.1016/j.bmc.2006.12.038. [PMID: 17258462]
Nagendra Singh, Talat Jabeen, Aritra Pal, Sujata Sharma, Markus Perbandt, Christian Betzel, Tej P Singh. Crystal structures of the complexes of a group IIA phospholipase A2 with two natural anti-inflammatory agents, anisic acid, and atropine reveal a similar mode of binding. Proteins. 2006 Jul; 64(1):89-100. doi: 10.1002/prot.20970. [PMID: 16596639]
K Sekar, D Gayathri, D Velmurugan, J Jeyakanthan, T Yamane, M J Poi, M D Tsai. Third calcium ion found in an inhibitor-bound phospholipase A2. Acta crystallographica. Section D, Biological crystallography. 2006 Apr; 62(Pt 4):392-7. doi: 10.1107/s0907444906001612. [PMID: 16552140]
Xin Zhao, Rui-Liang Zhu, Biao Jiang, Hao Huang. [Studies on chemical constituents of cytotoxic fraction from leaves of Elaeagnus pungens]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Mar; 31(6):472-4. doi: . [PMID: 16722375]
Dawei Wen, Chenchen Li, Hao Di, Yiping Liao, Huwei Liu. A universal HPLC method for the determination of phenolic acids in compound herbal medicines. Journal of agricultural and food chemistry. 2005 Aug; 53(17):6624-9. doi: 10.1021/jf0511291. [PMID: 16104776]
Muhammad Shaiq Ali, Muhammad Kashif Pervez. Marmenol: a 7-geranyloxycoumarin from the leaves of Aegle marmelos Corr. Natural product research. 2004 Apr; 18(2):141-6. doi: 10.1080/14786410310001608037. [PMID: 14984087]
Arundhati Ghosh, Juliet C Frankland, Christopher F Thurston, Clare H Robinson. Enzyme production by Mycena galopus mycelium in artificial media and in Picea sitchensis F1 horizon needle litter. Mycological research. 2003 Aug; 107(Pt 8):996-1008. doi: 10.1017/s0953756203008177. [PMID: 14531622]
Wen-wei You, Zhao-hui Wu, Li Tong, Xue-feng Xing. Determination of serum astragaloside in rats fed with Buyanghuanwu dicoction using solidphase extraction, chemical derivatization and fluorospectrophotometry. Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA. 2003 Apr; 23(4):335-6, 339. doi: NULL. [PMID: 12697467]
Guillaume A Schoch, Georgi N Nikov, William L Alworth, Danièle Werck-Reichhart. Chemical inactivation of the cinnamate 4-hydroxylase allows for the accumulation of salicylic acid in elicited cells. Plant physiology. 2002 Oct; 130(2):1022-31. doi: 10.1104/pp.004309. [PMID: 12376665]
Hoi-Seon Lee. Tyrosinase inhibitors of Pulsatilla cernua root-derived materials. Journal of agricultural and food chemistry. 2002 Mar; 50(6):1400-3. doi: 10.1021/jf011230f. [PMID: 11879010]
N Chaves, T Sosa, J C Alías, J C Escudero. Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves. Journal of chemical ecology. 2001 Mar; 27(3):611-21. doi: 10.1023/a:1010336921853. [PMID: 11441449]
D Di Gioia, L Bertin, F Fava, L Marchetti. Biodegradation of hydroxylated and methoxylated benzoic, phenylacetic and phenylpropenoic acids present in olive mill wastewaters by two bacterial strains. Research in microbiology. 2001 Jan; 152(1):83-93. doi: 10.1016/s0923-2508(00)01171-2. [PMID: 11281329]
M M Ames, C D Selassie, L C Woodson, J A Van Loon, C Hansch, R M Weinshilboum. Thiopurine methyltransferase: structure-activity relationships for benzoic acid inhibitors and thiophenol substrates. Journal of medicinal chemistry. 1986 Mar; 29(3):354-8. doi: 10.1021/jm00153a009. [PMID: 3950915]
N Loreau, C Lepreux, R Ardaillou. Calcitonin-sensitive adenylate cyclase in rat renal tubular membranes. The Biochemical journal. 1975 Sep; 150(3):305-14. doi: 10.1042/bj1500305. [PMID: 2153]