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Delta7-Avenasterol

PubChem CID: 12795736

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Compound Synonyms delta7-Avenasterol, 23290-26-8, avenasterol, 24Z-Ethylidenelathosterol, UNII-I0WYR6393O, I0WYR6393O, Stigmasta-7,24(28)-dien-3-ol, (3beta,5alpha,24Z)-, (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, Z-24-Ethylidene-5alpha-cholest-7-en-3beta-ol, 24Z-ethylidene-cholest-7-en-3beta-ol, 5alpha-Stigmasta-7,24(28)-dien-3-ol, 5alpha-Stigmasta-7,24(28)-dien-3beta-ol, (Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol, 5alpha-Stigmasta-7,Z-24(28)-diene-3.beta-ol, 3beta-Hydroxy-5alpha-stigmasta-7,24(28)Z-diene, 7212-91-1, (24Z)-24-Ethyl-5alpha-cholesta-7,24(28)-dien-3beta-ol, (3S,5S,9R,10S,13R,14R,17R)-17-((R)-5-Isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, 7-Dehydroavenasterol, DTXSID10177858, CHEBI:166888, (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-((Z,2R)-5-propan-2-ylhept-5-en-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol, Stigmasta-7,24(28)-dien-3-ol, (3b,5a,24Z)-, Delta(7)-avenasterol, , currency7-Avenasterol, AVENASTEROL, DELTA7, AVENASTEROL, .DELTA.7, big up tri, open7-Avenasterol, DTXCID70100349, LMST01040154, AKOS027326804, 24(Z)-Ethylidenecholest-5-en-3I2-ol, DA-72653, Stigmasta-5-cis,24(28)-dien-3I2-ol, 5I+--Stigmasta-7,24(28)-dien-3-ol, (Z)-Stigmasta-5,24(28)-dien-3I2-ol, 1ST000356, HY-107210, HY-165131, CS-0027649, 24-Ethylcholesta-5,24(28)Z-dien-3I2-ol, 5alpha-Stigmasta-7,Z-24(28)-diene-3beta-ol, 5I+--Stigmasta-7,Z-24(28)-diene-3I2-ol, Z-24-Ethylidene-5I+--cholest-7-en-3I2-ol, (3I2,24Z)-Stigmasta-5,24(28)-dien-3-ol, 3I2-Hydroxy-5I+--stigmasta-7,24(28)Z-diene, (Z)-24-Ethylcholesta-5,24(28)-dien-3I2-ol, (Z)-24-ethylidene-5alpha-cholest-7-en-3beta-ol, (Z)-5I+--Stigmasta-7,24(28)-dien-3I2-ol, (24Z)-24-Ethylcholesta-5,24(28)-dien-3I2-ol, (24z)-24-ethylidene-5alpha-cholest-7-en-3beta-ol, (24Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol, (24Z)-5I+--Stigmasta-7,24(28)-dien-3I2-ol, (3beta,5alpha,24Z)-Stigmasta-7,24(28)-dien-3-ol, (3I2,5I+-,24Z)-Stigmasta-7,24(28)-dien-3-ol, (24Z)-24-Ethyl-5I+--cholesta-7,24(28)-dien-3I2-ol, Z-24-ETHYLIDENE-5.ALPHA.-CHOLEST-7-EN-3.BETA.-OL, (3S,5S,9R,10S,13R,14R,17R)-17-((R,Z)-5-Isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
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 Stigmastane steroids
Deep Smiles C/C=CCC)C))/CC[C@H][C@H]CC[C@@H][C@]5C)CC[C@H]C6=CC[C@@H][C@]6C)CC[C@@H]C6)O)))))))))))))))))C
Heavy Atom Count 30.0
Classyfire Class Steroids and steroid derivatives
Description Avenasterol, also known as (24z)-5alpha-stigmasta-7,24(28)-dien-3beta-ol or 7-dehydroavenasterol, belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, avenasterol is considered to be a sterol lipid molecule. Avenasterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Avenasterol can be found in a number of food items such as rice, black chokeberry, dandelion, and common mushroom, which makes avenasterol a potential biomarker for the consumption of these food products. Avenasterol is a natural, non-cholesterol sterol .
Scaffold Graph Node Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Classyfire Subclass Stigmastanes and derivatives
Isotope Atom Count 0.0
Molecular Complexity 686.0
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
Iupac Name (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-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 8.6
Superclass Lipids and lipid-like molecules
Subclass Stigmastanes and derivatives
Gsk 4 400 Rule False
Molecular Formula C29H48O
Scaffold Graph Node Bond Level C1=C2C3CCCC3CCC2C2CCCCC2C1
Prediction Swissadme 0.0
Inchi Key MCWVPSBQQXUCTB-OQTIOYDCSA-N
Silicos It Class Moderately soluble
Fcsp3 0.8620689655172413
Logs -6.621
Rotatable Bond Count 5.0
State Solid
Logd 6.469
Synonyms 7-Dehydroavenasterol, Δ7-Avenasterol, (24Z)-24-Ethyl-5alpha-cholesta-7,24(28)-dien-3beta-ol, (24Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol, (Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol, 24Z-Ethylidenelathosterol, 3beta-Hydroxy-5alpha-stigmasta-7,24(28)Z-diene, 5alpha-Stigmasta-7,24(28)-dien-3-ol, 5alpha-Stigmasta-7,24(28)-dien-3beta-ol, 5alpha-Stigmasta-7,Z-24(28)-diene-3.beta-ol, Avenasterol, Z-24-Ethylidene-5alpha-cholest-7-en-3beta-ol, (24Z)-24-Ethyl-5α-cholesta-7,24(28)-dien-3β-ol, (24Z)-5α-Stigmasta-7,24(28)-dien-3β-ol, (3beta,5alpha,24Z)-Stigmasta-7,24(28)-dien-3-ol, (3β,5α,24Z)-Stigmasta-7,24(28)-dien-3-ol, (Z)-5α-Stigmasta-7,24(28)-dien-3β-ol, 3β-Hydroxy-5α-stigmasta-7,24(28)Z-diene, 5alpha-Stigmasta-7,Z-24(28)-diene-3beta-ol, 5α-Stigmasta-7,24(28)-dien-3-ol, 5α-Stigmasta-7,Z-24(28)-diene-3β-ol, Z-24-Ethylidene-5α-cholest-7-en-3β-ol, delta7-Avenasterol, 24 z-ethylidenecholest-7-enol(avenasterol), 24-ethylidenlathosterol (δ7-avenasterol), 7-dehydro-avenasterol, avenasterol, delta avenasterol, delta7-avenasterol, isoavenasterol, δ7-avenasterol, δ⁷-avenasterol, ∆7-avenasterol
Esol Class Poorly soluble
Functional Groups C/C=C(/C)C, CC=C(C)C, CO
Compound Name Delta7-Avenasterol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 412.371
Formal Charge 0.0
Monoisotopic Mass 412.371
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 412.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic homopolycyclic compounds
Lipinski Rule Of 5 True
Esol -7.480452400000001
Inchi InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1
Smiles C/C=C(/CC[C@@H](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)\C(C)C
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Taxonomy Direct Parent Stigmastanes and derivatives
Np Classifier Superclass Steroids

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