Natural Product: ENC001009

NPs Basic Information

Download MOL File
Name
Deoxycholic Acid
Molecular Formula C24H40O4
IUPAC Name*
(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
InChI
InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1
InChIKey
KXGVEGMKQFWNSR-LLQZFEROSA-N
Synonyms
DEOXYCHOLIC ACID; 83-44-3; deoxycholate; Desoxycholic acid; Cholerebic; Cholorebic; Choleic acid; Degalol; Deoxycholatic acid; Droxolan; Pyrochol; Septochol; Desoxycholsaeure; 7alpha-Deoxycholic acid; 3alpha,12alpha-Dihydroxy-5beta-cholanic acid; Cholic acid, deoxy-; Dihydroxycholanoic acid; ATX-101; 7-Deoxycholic acid; Kybella; (3alpha,5beta,12alpha)-3,12-Dihydroxycholan-24-oic acid; 3,12-Dihydroxycholanic acid; Deoxy cholic acid; 3alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid; 5-beta-Deoxycholic acid; Desoxycholic acid [NF]; Desoxycholsaeure [German]; (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid; NSC8797; NSC 8797; NSC-8797; MFCD00003673; (R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; 7.alpha.-Deoxycholic acid; 3.alpha.,12.alpha.-Dihydroxycholanic acid; DWJ211; CHEBI:28834; Cholan-24-oic acid, 3,12-dihydroxy-, (3alpha,5beta,12alpha)-; DWJ-211; 005990WHZZ; 3-alpha,12-alpha-Dihydroxycholansaeure [German]; 3-alpha,12-alpha-Dihydroxy-5-beta-cholanoic acid; ATX-101 (DEOXYCHOLIC ACID); 5beta-Cholan-24-oic acid, 3alpha,12alpha-dihydroxy-; 3-alpha,12-alpha-Dihydroxy-5-beta-cholan-24-oic acid; Cholan-24-oic acid, 3,12-dihydroxy-, (3a,5b,12a)-; Cholan-24-oic, 3,12-dihydroxy-(3alpha,5beta,12alpha)-; 3,12-Dihydroxycholan-24-oic acid, (3alpha,5beta,12alpha)-; 17-beta-(1-Methyl-3-carboxypropyl)-etiocholane-3-alpha,12-alpha-diol; l7-beta-(1-Methyl-3-carboxypropyl)-etiocholane-3-alpha,12-alpha-diol; 3.alpha.,12.alpha.-Dihydroxy-5.beta.-cholanic acid; 3.alpha.,12.alpha.-Dihydroxy-5.beta.-cholanoic acid; 3.alpha.,12.alpha.-Dihydroxy-5.beta.-cholan-24-oic acid; 5-beta-Cholan-24-oic acid, 3-alpha,12-alpha-dihydroxy-; Cholan-24-oic acid, 3,12-dihydroxy-, (3-alpha,5-beta,12-alpha)-; 17.beta.-(1-Methyl-3-carboxypropyl)-etiocholane-3.alpha.,12.alpha.-diol; ATX 101; DXC; SMR000112166; Deoxycholatate; de-oxycholate; deoxy-Cholate; UNII-005990WHZZ; Deoxycholic acid [USAN:INN]; deoxycholic-acid; ATX101; CCRIS 1627; HSDB 293; 5b-Deoxycholate; 3alpha; 7-Deoxycholate; deoxy-Cholic acid; EINECS 201-478-5; Kybella (TN); 5b-Deoxycholic acid; 7-Desoxycholic acid; 3-alpha,12-alpha-Dihydroxycholansaeure; BRN 3219882; 1e3v; Deoxycholic acid [INN]; Spectrum5_002007; bmse000833; SCHEMBL4300; Deoxycholic acid (NF/INN); BIDD:PXR0198; GTPL610; 4-10-00-01608 (Beilstein Handbook Reference); MLS001066423; MLS001306460; DEOXYCHOLIC ACID [II]; DEOXYCHOLIC ACID [MI]; CHEMBL406393; DEOXYCHOLIC ACID [HSDB]; DEOXYCHOLIC ACID [INCI]; DEOXYCHOLIC ACID [USAN]; DESOXYCHOLIC ACID [FCC]; 5b-Cholanic acid-3a,12a-diol; DTXSID0042662; DESOXYCHOLIC ACID [VANDF]; DEOXYCHOLIC ACID [USP-RS]; DEOXYCHOLIC ACID [WHO-DD]; HMS2270H22; HY-N0593; ZINC3914810; Deoxycholic acid, >=98% (HPLC); BBL013877; BDBM50375599; Deoxycholic acid, >=99.0% (T); LMST04010040; s4689; STK801948; AKOS005622617; DEOXYCHOLIC ACID [EP IMPURITY]; DEOXYCHOLIC ACID [ORANGE BOOK]; CCG-268565; CS-7613; DB03619; DEOXYCHOLIC ACID [USP MONOGRAPH]; AS-13233; BP-13275; NCI60_041946; 3-.alpha.,12-.alpha.-Dihydroxycholansaeure; Deoxycholic acid, BioXtra, >=98% (HPLC); C04483; D10781; D85117; EN300-108204; Q425680; SR-01000765601; 5.beta.-Cholan-24-oic acid,12.alpha.-dihydroxy-; SR-01000765601-2; 3I+/-,12I+/--Dihydroxy-5I(2)-cholansA currencyure; URSODEOXYCHOLIC ACID IMPURITY E [EP IMPURITY]; Z1416203075; 5.beta.-Cholan-24-oic acid, 3.alpha.,12.alpha.-dihydroxy-; 3,12-Dihydroxycholan-24-oic acid, (3.alpha.,5.beta.,12.alpha.)- #; 3alpha,12alpha-Dihydroxy-5beta-cholan-24-oic Acid (Deoxycholic Acid); Cholan-24-oic acid,12-dihydroxy-, (3.alpha.,5.beta.,12.alpha.)-; Deoxycholic acid, 500 mug/mL in methanol, certified reference material; (3alpha,5alpha,8alpha,12alpha,14beta,17alpha)-3,12-dihydroxycholan-24-oic acid; Cholan-24-oic acid, 3,12-dihydroxy-, (3-.alpha., 5-.beta.,12-.alpha.)-; Deoxycholic Acid (Desoxycholic Acid), United States Pharmacopeia (USP) Reference Standard; l7-.beta.-(1-Methyl-3-carboxypropyl)-etiocholane-3-.alpha.,12-.alpha.-diol; (4R)-4-((3R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; (4R)-4-[(1R,3aS,3bR,5aR,7R,9aS,9bS,11S,11aR)-7,11-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid
CAS 83-44-3
PubChem CID 222528
ChEMBL ID CHEMBL406393
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Bile acids, alcohols and
          • Direct Parent: Dihydroxy bile acids, alc

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 392.6 ALogp: 4.9
HBD: 3 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 77.8 Aromatic Rings: 4
Heavy Atoms: 28 QED Weighted: 0.631

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.147 MDCK Permeability: 0.00002200
Pgp-inhibitor: 0.982 Pgp-substrate: 0.987
Human Intestinal Absorption (HIA): 0.017 20% Bioavailability (F20%): 0.039
30% Bioavailability (F30%): 0.508

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.224 Plasma Protein Binding (PPB): 94.69%
Volume Distribution (VD): 0.553 Fu: 3.42%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.203
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.773
CYP2C9-inhibitor: 0.032 CYP2C9-substrate: 0.914
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.156
CYP3A4-inhibitor: 0.027 CYP3A4-substrate: 0.087

ADMET: Excretion

Clearance (CL): 10.596 Half-life (T1/2): 0.911

ADMET: Toxicity

hERG Blockers: 0.371 Human Hepatotoxicity (H-HT): 0.454
Drug-inuced Liver Injury (DILI): 0.04 AMES Toxicity: 0.004
Rat Oral Acute Toxicity: 0.609 Maximum Recommended Daily Dose: 0.871
Skin Sensitization: 0.939 Carcinogencity: 0.057
Eye Corrosion: 0.162 Eye Irritation: 0.505
Respiratory Toxicity: 0.918
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001007 0.753 D0OR2L 0.753
ENC000609 0.692 D03ZTE 0.692
ENC004228 0.630 D0G3SH 0.692
ENC005147 0.440 D0M4WA 0.574
ENC001603 0.427 D00VZZ 0.533
ENC005968 0.427 D04DJN 0.417
ENC005144 0.409 D09NNA 0.380
ENC000125 0.396 D0Y7LD 0.379
ENC000961 0.389 D0B4RU 0.369
ENC002216 0.383 D06XMU 0.333
*Note: the compound similarity was calculated by RDKIT.