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(3S,5S,6S,9R,10R,13R,15R,17R)-17-[(E,2R,5R,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-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 11b13a4f-6be3-49f8-970d-359ace227bc5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5S,6S,9R,10R,13R,15R,17R)-17-[(E,2R,5R,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46O4/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/h6-7,16-19,21-25,29-32H,8-15H2,1-5H3/b7-6+/t16-,17-,18-,19+,21+,22-,23-,24+,25-,27-,28-/m1/s1
InChI Key XQTXVLLXJKFKLD-OGHWLDCQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O4
Molecular Weight 446.70 g/mol
Exact Mass 446.33960994 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.47
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,9R,10R,13R,15R,17R)-17-[(E,2R,5R,6S)-7-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-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 + 0.9938 99.38%
Caco-2 - 0.5582 55.82%
Blood Brain Barrier + 0.5635 56.35%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6274 62.74%
OATP2B1 inhibitior - 0.7185 71.85%
OATP1B1 inhibitior + 0.7852 78.52%
OATP1B3 inhibitior + 0.9646 96.46%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5660 56.60%
BSEP inhibitior + 0.6733 67.33%
P-glycoprotein inhibitior - 0.6535 65.35%
P-glycoprotein substrate + 0.5418 54.18%
CYP3A4 substrate + 0.6484 64.84%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.7448 74.48%
CYP3A4 inhibition - 0.7110 71.10%
CYP2C9 inhibition - 0.9270 92.70%
CYP2C19 inhibition - 0.9433 94.33%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.9308 93.08%
CYP2C8 inhibition - 0.6612 66.12%
CYP inhibitory promiscuity - 0.7776 77.76%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6845 68.45%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9692 96.92%
Skin irritation + 0.5417 54.17%
Skin corrosion - 0.9652 96.52%
Ames mutagenesis - 0.7237 72.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3843 38.43%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5596 55.96%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8488 84.88%
Acute Oral Toxicity (c) III 0.7382 73.82%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding + 0.6160 61.60%
Glucocorticoid receptor binding + 0.7562 75.62%
Aromatase binding + 0.5497 54.97%
PPAR gamma + 0.5396 53.96%
Honey bee toxicity - 0.7717 77.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9768 97.68%

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 97.34% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.95% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.50% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.05% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.96% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 94.62% 95.93%
CHEMBL238 Q01959 Dopamine transporter 91.16% 95.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.12% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.47% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.70% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.27% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.05% 100.00%
CHEMBL204 P00734 Thrombin 85.49% 96.01%
CHEMBL2581 P07339 Cathepsin D 85.08% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 84.77% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.42% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.13% 95.58%
CHEMBL233 P35372 Mu opioid receptor 82.97% 97.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.37% 92.86%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 81.53% 97.23%
CHEMBL237 P41145 Kappa opioid receptor 81.35% 98.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.34% 95.89%
CHEMBL236 P41143 Delta opioid receptor 81.28% 99.35%
CHEMBL1977 P11473 Vitamin D receptor 80.19% 99.43%
CHEMBL4444 P04070 Vitamin K-dependent protein C 80.04% 93.89%

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.
Eurybia conspicua

Cross-Links

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PubChem 102330023
LOTUS LTS0205990
wikiData Q103818866