Exact Mass: 262.1526

4-Amino-3-hydroxybutanoylcarnitine

3-[(4-amino-3-hydroxybutanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C11H22N2O5 (262.1529)

4-Amino-3-hydroxybutanoylcarnitine is an acylcarnitine. More specifically, it is an 4-amino-3-hydroxybutanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 4-Amino-3-hydroxybutanoylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine 4-Amino-3-hydroxybutanoylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50\\% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

Cibenzoline

2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole

C - Cardiovascular system > C01 - Cardiac therapy > C01B - Antiarrhythmics, class i and iii C78274 - Agent Affecting Cardiovascular System > C47793 - Antiarrhythmic Agent D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents

Homosalate

3,3,5-Trimethylcyclohexyl 2-hydroxybenzoic acid

D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates D020011 - Protective Agents > D011837 - Radiation-Protective Agents > D013473 - Sunscreening Agents C1892 - Chemopreventive Agent > C851 - Sunscreen D003879 - Dermatologic Agents D003358 - Cosmetics

O-Methylperezone

(-)-2-(1,5-Dimethyl-4-hexenyl)-3-methoxy-5-methyl-p-benzoquinone

rac-cordiaquinol J

(E)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid methyl ester

4,5,6,9,10,10a-Hexahydro-10a-methoxy-6,7,8-trimethyl-6,10-methano-2H-cyclonona[b]furan-2-one

Montiporic acid B

Subergorgic acid methyl ester

(-)-Subergorgic acid methyl ester

[1R-(1alpha,4abeta,6alpha,8aalpha)]-1,2,4a,5,6,8a-Hexahydro-6-hydroxy-4,7-dimethyl-a-methylene-1-naphthaleneacetic acid methyl ester

chrysotrione A

Versiol

(Z)-5-(2,6-Dimethyl-5,7-octadienyl)-3-furancarboxylic acid methyl ester

3beta-Methoxy-desoxo-achalensolide

2,2,7-Trimethyl-3-hydroxy-4-isopropyl-6-methoxyindan-1-one

2,6-Dimethoxy-3-prenyl-4-allylphenol

methyl-7beta-hydroxy-calamenene-15-oate

8|A-Methoxyatractylenolide I

1-Isopropyl-6-methoxy-7-methyl-1,2,3,4-tetrahydro-1,4-(epoxymethano)naphthalene-5-ol

C16H22O3

2-Hydroxy-5-(1,1,3,3-tetramethyl-butyl)-isophthalaldehyd|2-hydroxy-5-(1,1,3,3-tetramethyl-butyl)-isophthalaldehyde

(+)-(1R)-(2Z,4E)-4-Oxo-alpha-ionylideneacetic acid methyl ester|(+-)-Abscisin-methylester|(+/-)-1-deoxyabscisic acid methyl ester|4-Keto-2-cis-alpha-ionylidenessigsaeuremethylester|Abscissinsaeure-methylester|methyl 3-methyl-5-(4-oxo-2,6,6-trimethyl-2-cyclohexen-1-yl)-2(Z),4(E)-pentadienoate|methyl 3-methyl-5-(4-oxo-2,6,6-trimethylcyclohex-2-en-1(S)-yl)-2(Z),4(E)-pentadienoate

(+)-(1R)-(2Z,4E)-4-Oxo-alpha-ionylideneacetic acid methyl ester|(+-)-Abscisin-methylester|(+/-)-1-deoxyabscisic acid methyl ester|4-Keto-2-cis-alpha-ionylidenessigsaeuremethylester|Abscissinsaeure-methylester|methyl 3-methyl-5-(4-oxo-2,6,6-trimethyl-2-cyclohexen-1-yl)-2(Z),4(E)-pentadienoate|methyl 3-methyl-5-(4-oxo-2,6,6-trimethylcyclohex-2-en-1(S)-yl)-2(Z),4(E)-pentadienoate

(1R,2S,4S,5S)-2-methoxy-5-[(1R)-1-phenyl-2-propenyl]-1,4-cyclohexanediol|(1S,2S,4S,5S)-2-methoxy-5-[(1R)-1-phenyl-2-propenyl]-1,4-cyclohexanediol

Antibiotic A 82775C

(+)-O-methylfurodysinin lactone|O-methylfurodysinin lactone

(S)-HM3

8beta-hydroxy-11beta,13-dihydrozaluzanin C

[(1(10)E,2R,4R)]-2-Methoxy-8,12-epoxygemacra-1(10),7,11-trien-6-one

methoxy clavigerin B

3beta,4beta-Dimethyl-7beta-(1-carbomethoxy-aethyl)-9,10-dehydro-decal-8-on

Methyl 12-oxo-8??-hydroxyabiet-13-en-19-oate|Methyl 8-oxo-??-humula-6E,9E-dien-12-oate|Methyl 8-oxo-??-humula-6E,9Z-dien-12-oate

Cyercene A

HM2

2-(1,5-Dimethyl-4-hexenyl)-3-methoxy-5-methyl-1,4-benzoquinone

SCHEMBL13713729

DTXSID70702948

(7E,9Z,12Z)-6-ketohexadeca-7,9,12,15-tetraenoic acid

1-Oxocotussaeuremethylester

methyl 2-hydroxyherberten-12-oate

5-Hydroxy-2-methyoxy-15-calamenen-15-al|5-hydroxy-8-methoxy-calamenene-6-al

12-methoxydihydrodehydrocostuslactone

Helenalin

methyl furanoeremophilan-14beta-carboxylate

1-hydroxyherbertene-12-oic acid methyl ester|mastigophoric acid methyl ester|methyl 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzoate

4beta-Methoxydehydrocostus lactone|4??-Methoxycostuslactone

comosusol B

A natural product found in Sporochnus comosus.

comosusol A

A natural product found in Sporochnus comosus.

CHEMBL2057870

(2R,3R)-2-heptyl-3,4-dihydroxyindan-1-one|paecilocin D

hedyosmone

4beta-hydroxy-5beta,8beta(H)-guaia-1(10)Z,7(11)Z-dien-12,8-olide|chlospicate C

aristoyunnolin C

10alpha-hydroxy-1alpha,5alpha,8beta(H)-guaia-4(15),7(11)Z-dien-12,8-olide|chlospicate D

(4aR,5S,9aR)-4a,5,6,7,9,9a-hexahydro-9a-methoxy-3,4a,5-trimethylnaphtho[2,3-b]furan-2(4H)-one|8alpha-methoxyeremophila-1(10),7(11)-dien-12,8beta-olide

2-Oxo-3beta-(1-methoxycarbonylethyl)-5-methylen-8abeta-methyl-1.2.3.4.4aalpha.5.6.8a-octahydro-naphthalin

(+)-methyl 3-oxo-1alphaH,7alphaH,10alphaH-guaia-4,11-dien-12-oate|(+)-methyl pechueloate|methyl pechueloate|Pechueloic acid methylester

(4S)-illicinone I

2-(1Z)-(3-hydroxy-3,7-dimethylocta-1,6-dienyl)-1,4-benzenediol|2-(2Z)-(3-hydroxy-3,7-dimethyloct-2,6-dienyl)-1,4-benzenediol

Cordiol A

3-hydroxy-1,2-dehydrocostic acid methyl ester

Sporochnol B

6-(1-Ethoxyethyl)-7-methoxy-2,2-dimethyl-2H-1-benzopyran

Dennstopterosin

2,2,7,7-Tetramethyl-2,3,4,7,8,9-hexahydrobenzo[1,2-b:4,5-b]dipyran-5-ol

2alpha-hydroxy-5alphaH-eudesma-4(15),11(13)-dien-12,8beta-olide

pestalofone A

1-allyl-3,5-dimethoxy-4-(3-methyl-but-2-enyloxy)benzene

15-hydroxy-argentone|15-Hydroxyargentone

2-Acetoxy-3,4,6,11-tetrahydrocadinan-7-on

5-methyl-5-<2-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)vinyl>-2-tetrahydrofuranone|5-methyl-5-[2-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)vinyl]-2-tetrahydrofuranone

(1(10)E,2R,4R)-2-Methoxy-8,12-epoxygermacra-1(10),7,11-trien-6-one

Cyclodeca[b]furan-4(5H)-one,6,7,8,11-tetrahydro-8-methoxy-3,6,10-trimethyl-, (6R,8R,9E)-rel-

Homosalate

Acutifolane A

FA 16:5;O

6-(4-oxo-5-((Z)-pent-2-en-1-yl)cyclopent-2-en-1-yl)hexa-4Z-enoic acid

2-PHENYL-4-(P-DIMETHYLAMINOPHENYL)-PYRROLE

3-(2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-YL)-3-PHENYL-PROPIONIC ACID

5,6-Epoxyhexyltriethoxysilane

C12H26O4Si (262.16)

Pyrromethene 546

C14H17BF2N2 (262.1453)

2-Amino-4,5,6,7,8,9,10,11,12,13-decahydrocyclododeca[b]thiophene-3-carbonitrile

C15H22N2S (262.1504)

Phenytoin-d10

C15H2D10N2O2 (262.1526)

2-(N-Methylaminocarbonyl)-5-pyridineboronic acid pincol ester

3-(4-Hexylbenzoyl)-propionic acid

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzohydrazide

1,4-diphenylpiperidine-4-carbonitrile

N-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-3-YL)ACETAMIDE

{1H-Pyrido[4,3-b]indole,} 2,3,4,5-tetrahydro-2-(phenylmethyl)-

(R)-TERT-BUTYL (1-([1,2,4]TRIAZOLO[4,3-A]PYRIDIN-3-YL)ETHYL)CARBAMATE

C13H18N4O2 (262.143)

(S)-TERT-BUTYL (1-([1,2,4]TRIAZOLO[4,3-A]PYRIDIN-3-YL)ETHYL)CARBAMATE

C13H18N4O2 (262.143)

1H-Pyrrolo[2,3-b]pyridine-5-methanol, 1-[(1,1-dimethylethyl)dimethylsilyl]-

C14H22N2OSi (262.1501)

TERT-BUTYL 2,7-DIAZASPIRO[4.4]NONANE-2-CARBOXYLATE HYDROCHLORIDE

1-(DIPHENYLMETHYL)-3-METHYL-3-AZETIDINECARBONITRILE

2-(1-benzhydrylazetidin-2-yl)acetonitrile

2-(3,4-dimethoxyphenyl)ethyl-(furan-2-ylmethyl)azanium

C15H20NO3+ (262.1443)

1-BENZYL-4-PHENYL-PYRROLIDINE-3-CARBONITRILE

TERT-BUTYL 8-AZABICYCLO[3.2.1]OCTAN-3-YLCARBAMATE HYDROCHLORIDE

(DIMETHYLPHENYLSILYL)BORONIC ACID PINAC&

C14H23BO2Si (262.156)

3-Amino-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester hydrochloride

Fenharmane

N-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinamide

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetamide

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

2-acetamidopyridine-5-boronic acid pinacol ester

tert-butyl octahydro-1H-pyrrolo[3,4-c]pyridine-5-carboxylate hydrochloride

Fencibutirol

C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents

Cibenzoline

4-Amino-3-hydroxybutanoylcarnitine

C11H22N2O5 (262.1529)

paecilocin A

A natural product found in Paecilomyces variotii.

Paecilocin D

A natural product found in Paecilomyces variotii.

2,6-dimethyl-N-(4-methylphenyl)quinolin-4-amine

N-octanoylanthranilate

C15H20NO3- (262.1443)

L-leucyl-L-methioninamide cation

C11H24N3O2S+ (262.1589)

Iso-A82775C

2-(3,7-Dimethylocta-2,6-dienyl)benzene-1,3,5-triol

Setiptiline cation

C19H20N+ (262.1596)

2-methoxy-3,5-dimethyl-6-[(2e,4e)-4-methylhepta-2,4-dien-2-yl]pyran-4-one

(4ar,8as,9as)-9a-methoxy-4,4,7-trimethyl-4ah,5h,6h,8ah,9h-naphtho[2,3-b]furan-2-one

methyl 2-[(1r,4ar,6s,8ar)-6-hydroxy-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]prop-2-enoate

methyl 2-[(2r,5s,10s)-6,10-dimethyl-8-oxospiro[4.5]dec-6-en-2-yl]prop-2-enoate

methyl 4-hydroxy-3-(1,2,2-trimethylcyclopentyl)benzoate

2-methoxy-3,5-dimethyl-6-[(2e,4z)-4-methylhepta-2,4-dien-2-yl]pyran-4-one

(1r,3s,5r,7r,8e,11r)-5,7,9-trimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

(3s,3ar,4r,6ar,8s,9ar,9br)-3-methyl-2,6,9-trimethylidene-octahydro-3h-azuleno[4,5-b]furan-4,8-diol

methyl (5s,8s)-5-hydroxy-8-isopropyl-5-methyl-7,8-dihydro-6h-naphthalene-2-carboxylate

(1r,3r,7e)-3,7-dimethyl-14,16-dioxatricyclo[8.6.0.0¹¹,¹⁵]hexadeca-7,11(15)-dien-6-one

(5s,8r)-1-hydroxy-8-isopropyl-4-methoxy-5-methyl-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde

methyl 2-(8-formyl-4a-methyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl)prop-2-enoate

(4s)-4,5-dimethoxy-4-(3-methylbut-2-en-1-yl)-2-(prop-2-en-1-yl)cyclohexa-2,5-dien-1-one

(3as,6s,6as,9bs)-6-hydroxy-6,6a,9-trimethyl-3-methylidene-3ah,4h,5h,7h,8h,9bh-azuleno[4,5-b]furan-2-one

(1r,3s,4s,5r,7r)-3,5-dimethyl-10-methylidene-4-(3-oxobutyl)-8-oxatricyclo[5.3.0.0³,⁵]decan-9-one

(1s,2r,9r)-2-methoxy-9,10,11-trimethyl-3-oxatricyclo[7.3.1.0²,⁶]trideca-5,10-dien-4-one

(8as,10ar)-5,5-dimethyl-6,7,8,9,10,10a-hexahydroanthracene-1,4,8a-triol

7-methoxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),8,10-trien-3-ol

(3ar,6s,7as,8s,9ar)-6-methoxy-5,8-dimethyl-3-methylidene-3ah,4h,6h,7h,7ah,8h,9h,9ah-azuleno[6,5-b]furan-2-one

(3r,4s,7s)-7-methoxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),8,10-trien-3-ol

methyl (1e,5z,8z)-4,4,8-trimethyl-7-oxocycloundeca-1,5,8-triene-1-carboxylate

(3ar,6r,7as,8s,9ar)-6-methoxy-5,8-dimethyl-3-methylidene-3ah,4h,6h,7h,7ah,8h,9h,9ah-azuleno[6,5-b]furan-2-one

methyl 2-{6,10-dimethyl-8-oxospiro[4.5]dec-6-en-2-yl}prop-2-enoate

2-methoxy-3,5-dimethyl-6-[(2e)-4-methylhepta-2,4-dien-2-yl]pyran-4-one

(3s,3as,6ar,9ar,9bs)-3-(methoxymethyl)-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

methyl 2-(4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl)prop-2-enoate

7-hydroxy-3-octyl-3h-2-benzofuran-1-one

8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

2-(3-methylbut-2-en-1-yl)-6-(3-methylbut-3-en-1-yn-1-yl)cyclohex-5-ene-1,2,4-triol

(6r,8r)-8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

methyl 2-[(2z,8s,8ar)-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydro-1h-naphthalen-2-ylidene]propanoate

5-hydroxy-1-(3-methylbut-2-en-1-yl)-3-(3-methylbut-2-en-1-ylidene)-7-oxabicyclo[4.1.0]heptan-2-one

(1(10)E,2R,4R)-2-methoxy-8,12-epoxygermacra-1(10),7,11-trien-6-one(6),myrrhone

{"Ingredient_id": "HBIN000230","Ingredient_name": "(1(10)E,2R,4R)-2-methoxy-8,12-epoxygermacra-1(10),7,11-trien-6-one(6),myrrhone","Alias": "NA","Ingredient_formula": "C16H22O3","Ingredient_Smile": "CC1CC(C=C(CC2=C(C(=CO2)C)C(=O)C1)C)OC","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "42295","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

1(10)E, 2R, 4R)-8,12- epoxy Zimmer-1,7,10,11- four-6-one

{"Ingredient_id": "HBIN000232","Ingredient_name": "1(10)E, 2R, 4R)-8,12- epoxy Zimmer-1,7,10,11- four-6-one","Alias": "NA","Ingredient_formula": "C16H22O3","Ingredient_Smile": "CC1CC(C=C(CC2=C(C(=CO2)C)C(=O)C1)C)OC","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "42315","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

12-methoxydihydrocostus lactone

{"Ingredient_id": "HBIN000898","Ingredient_name": "12-methoxydihydrocostus lactone","Alias": "NA","Ingredient_formula": "C16H22O3","Ingredient_Smile": "COCC1C2CCC(=C)C3CCC(=C)C3C2OC1=O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "31536","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

4b-methoxydehydrocostus lactone

{"Ingredient_id": "HBIN010274","Ingredient_name": "4b-methoxydehydrocostus lactone","Alias": "NA","Ingredient_formula": "C16H22O3","Ingredient_Smile": "CC1(CCC2C1C3C(CCC2=C)C(=C)C(=O)O3)OC","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "31534","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

acrifolinol

{"Ingredient_id": "HBIN014608","Ingredient_name": "acrifolinol","Alias": "NA","Ingredient_formula": "C16H22O3","Ingredient_Smile": "CC12CCC3C(CC(=O)C3=C)C4C(O4)(CCC1O2)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "568","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

acutifolone a