NPs Basic Information

Name
Ursodeoxycholic acid
Molecular Formula C24H40O4
IUPAC Name*
(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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(CC[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
InChI
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1
InChIKey
RUDATBOHQWOJDD-UZVSRGJWSA-N
Synonyms
URSODEOXYCHOLIC ACID; ursodiol; 128-13-2; Actigall; ursodeoxycholate; UDCA; Ursofalk; Ursolvan; UrSO; Delursan; Ursodesoxycholic acid; Urso Forte; Destolit; Ursochol; Cholit-ursan; Litursol; Solutrat; Ursobilin; Ursodamor; Arsacol; Deursil; Lyeton; Ursacol; Urso DS; UDCS; 3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid; Ursosan; Urso 250; 3-alpha,7-beta-Dioxycholanic acid; Ursocholic acid, deoxy-; Ursodeoxycholicacid; 3-alpha,7-beta-Dihydroxycholanic acid; Ursonorm; NSC 683769; (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid; 3-alpha,7-beta-Dihydroxy-5-beta-cholanoic acid; NSC 657950; BRN 3219888; 3,7-Dihydroxycholan-24-oic acid; (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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; Peptarom; Ursodeoxycholic acid [INN]; CHEMBL1551; MLS000028461; CHEBI:9907; 724L30Y2QR; NSC-683769; Ursodiol [USAN]; Antigall; SMR000058403; Urosiol; Cholan-24-oic acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.beta.)-; 7-beta-Hydroxylithocholic acid; Ursodexycholic Acid; Acido ursodeossicolico [Italian]; (R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; Acido ursodeoxicolico; Acido ursodeossicolico; Acido ursodeoxicolico [INN-Spanish]; Acidum ursodeoxycholicum [INN-Latin]; Acide ursodesoxycholique; Acide ursodesoxycholique [INN-French]; Acidum ursodeoxycholicum; Actigall (TN); Ursodiol (USP); CCRIS 5502; Urso (TN); SR-01000737091; Ursodiol [USAN:USP]; EINECS 204-879-3; MFCD00003680; Ursodexycholate; Paptarom; Udiliv; Desol; Urdes; UNII-724L30Y2QR; Urosdesoxycholate; 17-beta-(1-Methyl-3-carboxypropyl)etiocholane-3-alpha,7-beta-diol; Ursodeoxycholoc acid; Urosdesoxycholic acid; 5beta-Cholanic Acid-3alpha,7beta-diol; URSODIOL [INCI]; Cholan-24-oic acid, 3,7-dihydroxy-, (3alpha,5beta,7beta)-; 3alpha,7beta-Dihydroxy-5beta-cholanic acid; URSODIOL [MI]; Ursodiol (Actigal Urso); URSODIOL [VANDF]; Prestwick0_000958; Prestwick1_000958; Prestwick2_000958; Prestwick3_000958; U0030; 7A-Hydroxylithocholic acid; URSODIOL [USP-RS]; EC 204-879-3; U-9000; SCHEMBL27200; BSPBio_000956; 4-10-00-01604 (Beilstein Handbook Reference); 7bet.-Hydroxylithocholic acid; cid_31401; MLS001066373; MLS002548885; SPBio_003105; Ursodeoxycholic acid, >=99%; URSODIOL [ORANGE BOOK]; BPBio1_001052; GTPL7104; 7.beta.-Hydroxylithocholic acid; Ursodiol (Ursodeoxycholic Acid); 5-beta-Cholan-24-oic acid, 3-alpha,7-beta-dihydroxy-; DTXSID6023731; URSODIOL [USP MONOGRAPH]; BDBM53721; (3alpha,5beta,7beta,8xi)-3,7-dihydroxycholan-24-oic acid; HMS1570P18; HMS2097P18; HMS2233L14; HMS3259A13; HMS3714P18; Ursodeoxycholic acid (JP17/INN); URSODEOXYCHOLIC ACID [JAN]; 3alpha,7beta-dihydroxycholanic acid; ACT02676; Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-beta)-; ZINC3914809; 3a,7b-dihydroxy-5b-cholan-24-oate; LMST04010033; s1643; URSODEOXYCHOLIC ACID [MART.]; URSODEOXYCHOLIC ACID [WHO-DD]; 5A-Cholan-24-oic acid-3A,7A-diol; AKOS015955898; CCG-220958; CS-1932; DB01586; KS-5243; NC00487; SMP2_000012; 3.alpha.,7.beta.-Dihydroxycholanic acid; 3A,7A-Dihydroxy-5A-holan-24-oic acid; 3a,7b-dihydroxy-5b-cholan-24-oic acid; NCGC00179363-01; NCGC00179363-12; AC-18919; CAS#128-13-2; CPD000058403; HY-13771; NCI60_028904; URSODEOXYCHOLIC ACID [EP IMPURITY]; URSODEOXYCHOLIC ACID [EP MONOGRAPH]; AB00513977; (3a,5b,7b)-3,7-dihydroxy-cholan-24-oate; 3alpha, 7beta-dihydroxy-5beta-cholanoic acid; 5bet.-Cholan-24-oic acid-3alp.,7bet.-diol; (3a,5b,7b)-3,7-dihydroxycholan-24-oic acid; C07880; D00734; EN300-373707; ((3a,5b,7b)-3,7-Dihydroxycholan-24-oic acid; (3a,5b,7b)-3,7-dihydroxy-cholan-24-oic acid; AB00513977-09; AB00513977_10; 3alp.,7bet.-Dihydroxy-5bet.-cholan-24-oic acid; A905413; Q241374; 3.alpha.,7.beta.-Dihydroxy-5.beta.-cholanic acid; J-005566; J-650210; SR-01000737091-3; SR-01000737091-4; BRD-K15697815-001-16-2; 3.alpha.,7.beta.-Dihydroxy-5.beta.-cholan-24-oic acid; Z2588039022; 3.ALPHA.,7.BETA.-DIHYDROXY-5B-CHOLAN-24-OIC ACID; 5.beta.-Cholan-24-oic acid, 3.alpha.,7.beta.-dihydroxy-; Ursodiol, United States Pharmacopeia (USP) Reference Standard; Ursodeoxycholic acid, British Pharmacopoeia (BP) Reference Standard; Ursodeoxycholic acid, European Pharmacopoeia (EP) Reference Standard; 17.beta.-(1-Methyl-3-carboxypropyl)etiocholane-3.alpha.,7.beta.-diol; 3,7-Dihydroxycholan-24-oic acid-, (3.alpha.,5.beta.,7.beta.)- #; Ursodeoxycholic acid, 500 mug/mL in methanol, certified reference material; Ursodiol, Pharmaceutical Secondary Standard; Certified Reference Material; Ursodeoxycholic acid for system suitability, European Pharmacopoeia (EP) Reference Standard; (4R)-4-[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid; (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid; (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-Dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,1.011,1]heptadecan-14-yl]pentanoic acid; (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7-bis(oxidanyl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid; (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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]pentanoicacid; (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-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]valeric acid; 108609-27-4
CAS 128-13-2
PubChem CID 31401
ChEMBL ID CHEMBL1551
*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: -5.101 MDCK Permeability: 0.00002590
Pgp-inhibitor: 0.99 Pgp-substrate: 0.979
Human Intestinal Absorption (HIA): 0.045 20% Bioavailability (F20%): 0.035
30% Bioavailability (F30%): 0.471

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.355 Plasma Protein Binding (PPB): 94.39%
Volume Distribution (VD): 0.495 Fu: 3.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.035 CYP1A2-substrate: 0.272
CYP2C19-inhibitor: 0.01 CYP2C19-substrate: 0.781
CYP2C9-inhibitor: 0.033 CYP2C9-substrate: 0.833
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.193
CYP3A4-inhibitor: 0.035 CYP3A4-substrate: 0.076

ADMET: Excretion

Clearance (CL): 9.716 Half-life (T1/2): 0.907

ADMET: Toxicity

hERG Blockers: 0.236 Human Hepatotoxicity (H-HT): 0.501
Drug-inuced Liver Injury (DILI): 0.026 AMES Toxicity: 0.005
Rat Oral Acute Toxicity: 0.023 Maximum Recommended Daily Dose: 0.661
Skin Sensitization: 0.956 Carcinogencity: 0.227
Eye Corrosion: 0.371 Eye Irritation: 0.494
Respiratory Toxicity: 0.924
*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 D03ZTE 1.000
ENC001009 0.692 D0G3SH 1.000
ENC004228 0.630 D0OR2L 0.753
ENC001603 0.481 D0M4WA 0.728
ENC005968 0.481 D00VZZ 0.500
ENC000125 0.435 D0Y7LD 0.416
ENC000961 0.427 D0B4RU 0.382
ENC005144 0.422 D04DJN 0.374
ENC001107 0.416 D09NNA 0.342
ENC001008 0.416 D06XMU 0.320
*Note: the compound similarity was calculated by RDKIT.