NPs Basic Information

Name
Cholesterol
Molecular Formula C27H46O
IUPAC Name*
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey
HVYWMOMLDIMFJA-DPAQBDIFSA-N
Synonyms
cholesterol; 57-88-5; Cholesterin; Cholesteryl alcohol; Cholest-5-en-3beta-ol; Dythol; Cholestrin; Cordulan; Dusoline; Dusoran; Cholesterine; Cholestrol; Hydrocerin; Lidinite; Kathro; Lanol; Super hartolan; Provitamin D; Lidinit; Cholesterol base H; Cholesterinum; Nimco cholesterol base H; (-)-Cholesterol; (3beta)-cholest-5-en-3-ol; Tegolan (VAN); 5:6-Cholesten-3beta-ol; Cholest-5-en-3-beta-ol; (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; Tegolan; 3beta-Hydroxycholest-5-ene; 5-Cholesten-3beta-ol; Cholest-5-en-3-ol (3beta)-; Cholest-5-en-3-ol; 3beta-Hydroxy-5-cholestene; 3-beta-Hydroxycholest-5-ene; Cholest-5-en-3-ol (3.beta.)-; CCRIS 2834; Dastar; Provitamin-d; HSDB 7106; delta(sup 5)-Cholesten-3-beta-ol; Fancol CH; NSC 8798; 3h-cholesterol; 5-Cholesten-3B-ol; CHEBI:16113; AI3-03112; Nimco cholesterol base No. 712; 5:6-Cholesten-3-ol; NSC-8798; 5-Cholesten-3.beta.-ol; Cholest-5-en-3.beta.-ol; 5,6-Cholesten-3.beta.-ol; 3.beta.-Hydroxycholest-5-ene; 97C5T2UQ7J; (3beta,14beta,17alpha)-cholest-5-en-3-ol; NSC8798; 129111-15-5; NCGC00159351-02; 80356-14-5; Cholesterol-t; MFCD00003646; (3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; (3H)-Cholesterol; 22243-67-0; Cholest-5-en-3-ol, (3beta)-; EINECS 200-353-2; epicholesterin; UNII-97C5T2UQ7J; Cholesterol [BAN:JAN:NF]; .DELTA.5-Cholesten-3-.beta.-ol; 1zhy; Cholesterol,(S); Cholest-5-en-3-ol, (3.beta.)- #; Cholesterol (TN); sterol;Cholesterin,Cholest-5-en-3beta-ol; 20-epi-cholesterol; 20-iso-cholesterol; Cholesterol, 94%; Liquid crystal CN/9; (+)-ent-Cholesterol; cholest-5-en-3b-ol; 5-Cholesten-3ss--ol; 5-cholestene-3beta-ol; 5-Cholesten-3bet.-ol; Cholesterol (>99%); Cholesterol, 99.0%; CHOLESTEROL [II]; CHOLESTEROL [MI]; CHOLESTEROL [JAN]; Cholesterol (JP17/NF); DSSTox_CID_2401; CHOLESTEROL [HSDB]; CHOLESTEROL [IARC]; CHOLESTEROL [INCI]; Phospholipon & Cholesterol; 3ss-Cholest-5-en-3-ol; Delta5-Cholesten-3beta-ol; Epitope ID:150761; CHOLESTEROL [VANDF]; EC 200-353-2; 3beta-cholest-5-en-3-ol; 3ss--Hydroxy-5-cholestene; 3bet.-Hydroxy-5-cholestene; CHOLESTERINUM [HPUS]; CHOLESTEROL [MART.]; DSSTox_RID_76573; BIDD:PXR0095; DSSTox_GSID_22401; (3b)-cholest-5-en-3-ol; CHOLESTEROL [USP-RS]; CHOLESTEROL [WHO-DD]; 5:6-Cholesten-3.beta.-ol; 20bFH-cholest-5-en-3b-ol; BIDD:ER0548; Cholest-5-en-3-ol (3beta)-, labeled with tritium; CHEMBL112570; GTPL2718; DTXSID3022401; BDBM20192; (20bFH)-cholest-5-en-3b-ol; CHEBI:140435; CHOLESTEROL [EP MONOGRAPH]; (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol; Cholesterol, Sigma Grade, >=99%; HY-N0322; ZINC3875383; Tox21_111595; CMC_13392; LMST01010001; s4154; AKOS005267135; Cholest-5-en-3-ol, (3-.beta.)-; CS-5106; DB04540; GS-6857; CAS-57-88-5; Cholesterol, NIST(R) SRM(R) 911c; SMP1_000069; NCGC00159351-03; BP-26125; Cholesterol 10 microg/mL in Acetonitrile; Cholesterol, tested according to Ph.Eur.; C3624; Cholesterol, from lanolin, >=95.0% (GC); Cholesterol, from lanolin, >=99.0% (GC); C00187; D00040; EN300-323186; F70214; Q43656; AB00443913_03; Cholesterol, >=95% (GC), powder, Ash, free; Cholesterol, Vetec(TM) reagent grade, >=92.5%; Soya phospholipon & Cholesterol (2:1 molar ratio); W-105431; 5BBA213B-ECF4-44AF-8AAF-8A0120F2F886; Cholesterol (cGMP, animal-origin free, vegetal-derived); WLN: L E5 B666 LUTJ A1 E1 FY1&3Y1&1 OQ; Z2033589790; Cholesterol (non-cGMP, animal-origin free, vegetal-derived); Cholesterol, European Pharmacopoeia (EP) Reference Standard; Cholesterol, powder, BioReagent, suitable for cell culture, >=99%; Cholesterol, United States Pharmacopeia (USP) Reference Standard; Cholesterol, Pharmaceutical Secondary Standard; Certified Reference Material; PhytoChol® Puriss (animal-origin free, vegetal-derived Cholesterol); (1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol; (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadec-7-en-5-ol; 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS 57-88-5
PubChem CID 5997
ChEMBL ID CHEMBL112570
*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: Cholestane steroids
          • Direct Parent: Cholesterols and derivati

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: 386.7 ALogp: 8.7
HBD: 1 HBA: 1
Rotatable Bonds: 5 Lipinski's rule of five: Rejected
Polar Surface Area: 20.2 Aromatic Rings: 4
Heavy Atoms: 28 QED Weighted: 0.485

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.613 MDCK Permeability: 0.00001350
Pgp-inhibitor: 0.943 Pgp-substrate: 0.097
Human Intestinal Absorption (HIA): 0.002 20% Bioavailability (F20%): 0.91
30% Bioavailability (F30%): 0.035

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.349 Plasma Protein Binding (PPB): 94.60%
Volume Distribution (VD): 1.486 Fu: 1.50%

ADMET: Metabolism

CYP1A2-inhibitor: 0.117 CYP1A2-substrate: 0.286
CYP2C19-inhibitor: 0.174 CYP2C19-substrate: 0.853
CYP2C9-inhibitor: 0.271 CYP2C9-substrate: 0.341
CYP2D6-inhibitor: 0.115 CYP2D6-substrate: 0.3
CYP3A4-inhibitor: 0.474 CYP3A4-substrate: 0.28

ADMET: Excretion

Clearance (CL): 7.703 Half-life (T1/2): 0.05

ADMET: Toxicity

hERG Blockers: 0.767 Human Hepatotoxicity (H-HT): 0.236
Drug-inuced Liver Injury (DILI): 0.506 AMES Toxicity: 0.003
Rat Oral Acute Toxicity: 0.004 Maximum Recommended Daily Dose: 0.456
Skin Sensitization: 0.965 Carcinogencity: 0.187
Eye Corrosion: 0.914 Eye Irritation: 0.853
Respiratory Toxicity: 0.856
*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
ENC000961 0.816 D0Y7LD 0.809
ENC001008 0.809 D0B4RU 0.614
ENC001107 0.809 D0K0EK 0.522
ENC001475 0.783 D0K5WS 0.458
ENC001558 0.681 D03ZTE 0.435
ENC004758 0.681 D0G3SH 0.435
ENC001545 0.677 D0M4WA 0.429
ENC005068 0.645 D02STN 0.417
ENC001647 0.641 D06XMU 0.412
ENC001170 0.559 D07BSQ 0.379
*Note: the compound similarity was calculated by RDKIT.