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3,12,14,16-tetrahydroxy-17-[1-[3-(3-hydroxy-3-methylbutan-2-yl)oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,9,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-11-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7d620efa-ade2-4da7-aeec-f0ea292f3404
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name 3,12,14,16-tetrahydroxy-17-[1-[3-(3-hydroxy-3-methylbutan-2-yl)oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,9,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC(C1C(CC2(C1(C(C(=O)C3C2=CC=C4C3(CCC(C4)O)C)O)C)O)O)C5C(O5)C(C)C(C)(C)O
SMILES (Isomeric) CC(C1C(CC2(C1(C(C(=O)C3C2=CC=C4C3(CCC(C4)O)C)O)C)O)O)C5C(O5)C(C)C(C)(C)O
InChI InChI=1S/C28H42O7/c1-13(22-23(35-22)14(2)25(3,4)33)19-18(30)12-28(34)17-8-7-15-11-16(29)9-10-26(15,5)20(17)21(31)24(32)27(19,28)6/h7-8,13-14,16,18-20,22-24,29-30,32-34H,9-12H2,1-6H3
InChI Key UXJXQMSUPUZVDE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,12,14,16-tetrahydroxy-17-[1-[3-(3-hydroxy-3-methylbutan-2-yl)oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,9,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9876 98.76%
Caco-2 - 0.6101 61.01%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6697 66.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8471 84.71%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5115 51.15%
BSEP inhibitior - 0.5062 50.62%
P-glycoprotein inhibitior - 0.5241 52.41%
P-glycoprotein substrate + 0.5552 55.52%
CYP3A4 substrate + 0.6894 68.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8329 83.29%
CYP3A4 inhibition - 0.7632 76.32%
CYP2C9 inhibition - 0.7534 75.34%
CYP2C19 inhibition - 0.7858 78.58%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.7201 72.01%
CYP2C8 inhibition - 0.6009 60.09%
CYP inhibitory promiscuity - 0.8534 85.34%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5759 57.59%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9390 93.90%
Skin irritation + 0.5352 53.52%
Skin corrosion - 0.9258 92.58%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5130 51.30%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5018 50.18%
skin sensitisation - 0.7675 76.75%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5184 51.84%
Acute Oral Toxicity (c) III 0.3541 35.41%
Estrogen receptor binding + 0.7693 76.93%
Androgen receptor binding + 0.7375 73.75%
Thyroid receptor binding + 0.6320 63.20%
Glucocorticoid receptor binding + 0.7309 73.09%
Aromatase binding + 0.7166 71.66%
PPAR gamma - 0.5124 51.24%
Honey bee toxicity - 0.7993 79.93%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9779 97.79%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.73% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.99% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.31% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.85% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.55% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.52% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.40% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.62% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.52% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.18% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.11% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.52% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.44% 94.45%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.19% 92.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.65% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 84.03% 98.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.66% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.49% 93.04%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.40% 95.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162948896
LOTUS LTS0177191
wikiData Q104199034