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(3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-17-[(E,2S,5R,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol

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 f3e8c863-3d33-49cc-9c65-aba9f8141e61
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-17-[(E,2S,5R,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol
SMILES (Canonical) CC(CO)C(C)C=CC(C)C1CC(C2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C)O
SMILES (Isomeric) C[C@H](CO)[C@H](C)/C=C/[C@H](C)[C@H]1C[C@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)C)O
InChI InChI=1S/C28H48O4/c1-16(18(3)15-29)6-7-17(2)22-14-25(32)26-20-13-24(31)23-12-19(30)8-10-27(23,4)21(20)9-11-28(22,26)5/h6-7,16-26,29-32H,8-15H2,1-5H3/b7-6+/t16-,17+,18-,19+,20-,21+,22-,23-,24+,25-,26-,27-,28-/m1/s1
InChI Key DUCRVTKCYSCQLO-OVPMDCPSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H48O4
Molecular Weight 448.70 g/mol
Exact Mass 448.35526001 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-17-[(E,2S,5R,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9916 99.16%
Caco-2 - 0.6576 65.76%
Blood Brain Barrier - 0.5115 51.15%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5776 57.76%
OATP2B1 inhibitior - 0.5774 57.74%
OATP1B1 inhibitior + 0.8214 82.14%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5778 57.78%
BSEP inhibitior - 0.5802 58.02%
P-glycoprotein inhibitior - 0.6477 64.77%
P-glycoprotein substrate - 0.5318 53.18%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.7448 74.48%
CYP3A4 inhibition - 0.6332 63.32%
CYP2C9 inhibition - 0.9033 90.33%
CYP2C19 inhibition - 0.9310 93.10%
CYP2D6 inhibition - 0.9565 95.65%
CYP1A2 inhibition - 0.8392 83.92%
CYP2C8 inhibition - 0.6499 64.99%
CYP inhibitory promiscuity - 0.8264 82.64%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7323 73.23%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9647 96.47%
Skin irritation - 0.5134 51.34%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis - 0.7622 76.22%
Human Ether-a-go-go-Related Gene inhibition + 0.6609 66.09%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5562 55.62%
skin sensitisation - 0.8566 85.66%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7746 77.46%
Acute Oral Toxicity (c) III 0.7377 73.77%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding + 0.6717 67.17%
Thyroid receptor binding + 0.5901 59.01%
Glucocorticoid receptor binding + 0.6519 65.19%
Aromatase binding + 0.5649 56.49%
PPAR gamma + 0.5733 57.33%
Honey bee toxicity - 0.6969 69.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9642 96.42%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.65% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.41% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.76% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.02% 95.58%
CHEMBL237 P41145 Kappa opioid receptor 93.10% 98.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.55% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.43% 96.61%
CHEMBL204 P00734 Thrombin 91.10% 96.01%
CHEMBL236 P41143 Delta opioid receptor 88.45% 99.35%
CHEMBL1937 Q92769 Histone deacetylase 2 88.34% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.83% 96.95%
CHEMBL2581 P07339 Cathepsin D 86.86% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.42% 100.00%
CHEMBL238 Q01959 Dopamine transporter 85.38% 95.88%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.93% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.85% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.14% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.10% 94.45%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 83.56% 97.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.36% 100.00%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 83.17% 88.81%
CHEMBL299 P17252 Protein kinase C alpha 82.39% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.65% 95.89%
CHEMBL268 P43235 Cathepsin K 81.56% 96.85%
CHEMBL221 P23219 Cyclooxygenase-1 81.56% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.34% 92.86%
CHEMBL2996 Q05655 Protein kinase C delta 81.29% 97.79%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.21% 97.31%
CHEMBL3055 P50613 Cyclin-dependent kinase 7 80.98% 81.88%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.31% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 162980109
LOTUS LTS0162878
wikiData Q104989171