Lathosterol
PubChem CID: 65728
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| Compound Synonyms | Lathosterol, 80-99-9, 5alpha-Cholest-7-en-3beta-ol, gamma-Cholesterol, Cholest-7-en-3-ol, Cholest-7-en-3-ol, (3b,5a)-, 7-Cholesten-3-beta-ol, Cholest-7-en-3beta-ol, delta(sup 7)-Cholestenol, cholesterol gr, 7-Cholestenol, 5-alpha-Cholest-7-en-3-beta-ol, cholesta-7-enol, gamma-Cholestenol, delta7-Cholesten-3beta-ol, Cholesterol Pharma, cholest-7-en-ol, (7)-Cholestenol, Delta7-Cholestenol, (3-beta,5-alpha)-Cholest-7-en-3-ol, Cholesterol,NF Grade, cholesterol extra pure, delta(7)-Cholestenol, CHEBI:17168, .DELTA.7-Cholestenol, 3b-Hydroxy-5-cholestene, cholesta-7-en-3beta-ol, 7-Cholesten-3-.beta.-ol, Delta7-cholesten-3-beta-ol, alpha-cholest-7-en-3beta-ol, Cholest-7-en-3-ol, (3-beta,5-alpha)-, (3beta)-Cholest-7-en-3-ol, 5-a-cholest-7-en-3-beta-ol, Cholest-7-en-3-ol, (3.beta.,5.alpha.)-, DTXSID501015889, (3beta,alpha)-Cholest-7-en-3-ol, 3beta-Hydroxy-5alpha-cholest-7-ene, (3beta,5alpha)-cholest-7-en-3-ol, (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, 3.beta.-Hydroxy-5.alpha.-cholest-7-ene, (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, 7-Cholesterol, Cholesterin [German], .gamma.-Cholestenol, 5.alpha.-Cholest-7-en-3.beta.-ol, 5, A-Cholest-7-en-3, A-ol, .DELTA.7-Cholesten-3.beta.-ol, 3beta-Hydroxy-5alpha,7-cholestene, g-Cholesterol, 5 alpha-cholest-7-en-3 beta-ol, (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol, 7,(5-alpha)-Cholesten-3-beta-ol, Cholesterol-synthetic, MFCD00056176, Cholesterol - synthetic, 5a-Cholest-7-en-3b-ol, SCHEMBL187737, CHEMBL3138639, DTXCID901474047, LMST01010089, AKOS024307570, FL24856, Cholest-7-en-3-ol, (3beta,5alpha)-, 1ST169686, NS00076595, C01189, Cholest-7-en-3-ol, (3-beta,5-alpha)-(9CI), Q3218465, (3b,5a)-Cholest-7-en-3-ol, 5a-Cholest-7-en-3b-ol, 3b-Hydroxy-5a-cholest-7-ene |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 20.2 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2C(C1)CCC1C3CCCC3CCC21 |
| Np Classifier Class | Cholestane steroids |
| Deep Smiles | CCCCC[C@H][C@H]CC[C@@H][C@]5C)CC[C@H]C6=CC[C@@H][C@]6C)CC[C@@H]C6)O)))))))))))))))))C)))))C |
| Heavy Atom Count | 28.0 |
| Pathway Kegg Map Id | map00100 |
| Classyfire Class | Steroids and steroid derivatives |
| Description | Lathosterol is a a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. It is used as an indicator of whole-body cholesterol synthesis (PMID 14511438). Plasma lathosterol levels are significantly elevated in patients with bile acid malabsorption (PMID: 8777839). Lathosterol oxidase (EC 1.14.21.6) is an enzyme that catalyzes the chemical reaction 5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 cholesta-5,7-dien-3beta-ol + NAD(P)+ + 2 H2O [HMDB] |
| Scaffold Graph Node Level | C1CCC2C(C1)CCC1C3CCCC3CCC21 |
| Classyfire Subclass | Cholestane steroids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 591.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 8.0 |
| Uniprot Id | O75845, Q15800, Q15738, P56937, Q15125, Q15392, Q9Y6L6, Q9NPD5 |
| Iupac Name | (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol |
| Prediction Hob | 1.0 |
| Class | Steroids and steroid derivatives |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 8.3 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Cholestane steroids |
| Gsk 4 400 Rule | False |
| Molecular Formula | C27H46O |
| Scaffold Graph Node Bond Level | C1=C2C3CCCC3CCC2C2CCCCC2C1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | IZVFFXVYBHFIHY-SKCNUYALSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.925925925925926 |
| Logs | -6.953 |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Logd | 6.639 |
| Synonyms | (3beta,5alpha)-Cholest-7-en-3-ol, (3beta,alpha)-Cholest-7-en-3-ol, (3beta)-Cholest-7-en-3-ol, (7)-Cholestenol, 3b-Hydroxy-5-cholestene, 3beta-Hydroxy-5alpha-cholest-7-ene, 5-a-Cholest-7-en-3-beta-ol, 5-alpha-Cholest-7-en-3-beta-ol, 5a-Cholest-7-en-3b-ol, 5alpha-Cholest-7-en-3beta-ol, 5α-cholest-7-en-3β-ol, 7-Cholesten-3-beta-ol, 7-Cholestenol, 7-Cholesterol, Cholest-7-en-3-ol, Cholest-7-en-3beta-ol, Cholest-7-en-ol, Cholesterol - synthetic, Cholesterol extra pure, Cholesterol gr, Cholesterol pharma, Cholesterol,NF grade, delta(7)-Cholestenol, DELTA7-Cholesten-3beta-ol, DELTA7-Cholestenol, g-Cholesterol, gamma-Cholestenol, gamma-Cholesterol, γ-cholesterol, Γ-cholesterol, 5Α-cholest-7-en-3β-ol, Cholesterol GR, Lathosterol, cholest-7-en-3-ol, cholest-7-en-3beta-ol, cholesta-7-enol, δ7-cholesten-3β-ol |
| Substituent Name | Cholesterol-skeleton, Cholesterol, 3-beta-hydroxy-delta-7-steroid, 3-beta-hydroxysteroid, Hydroxysteroid, 3-hydroxysteroid, 3-hydroxy-delta-7-steroid, Delta-7-steroid, Cyclic alcohol, Secondary alcohol, Hydrocarbon derivative, Organooxygen compound, Alcohol, Aliphatic homopolycyclic compound |
| Esol Class | Poorly soluble |
| Functional Groups | CC=C(C)C, CO |
| Compound Name | Lathosterol |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 386.355 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 386.355 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 386.7 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 8.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -7.130016800000001 |
| 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/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1 |
| Smiles | C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C |
| Nring | 4.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | Cholesterols and derivatives |
| Np Classifier Superclass | Steroids |
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