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[(1S,3R,8S,9S,10R,11R,13S,14S,17R)-1,3,11-trihydroxy-10-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate

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 67e2c17d-f4eb-4a78-b4de-00af3e9810f2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(1S,3R,8S,9S,10R,11R,13S,14S,17R)-1,3,11-trihydroxy-10-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H48O5/c1-17(2)18(3)7-8-19(4)24-11-12-25-23-10-9-21-13-22(32)14-27(34)29(21,6)28(23)26(33)15-30(24,25)16-35-20(5)31/h9,17,19,22-28,32-34H,3,7-8,10-16H2,1-2,4-6H3/t19-,22-,23+,24-,25+,26-,27+,28-,29-,30+/m1/s1
InChI Key DSQOECWSZOKELG-LVXFEIRISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.04
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,8S,9S,10R,11R,13S,14S,17R)-1,3,11-trihydroxy-10-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9831 98.31%
Caco-2 - 0.7053 70.53%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7610 76.10%
OATP2B1 inhibitior - 0.7124 71.24%
OATP1B1 inhibitior + 0.8558 85.58%
OATP1B3 inhibitior - 0.2702 27.02%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7135 71.35%
BSEP inhibitior + 0.8994 89.94%
P-glycoprotein inhibitior - 0.4613 46.13%
P-glycoprotein substrate + 0.6658 66.58%
CYP3A4 substrate + 0.7197 71.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8843 88.43%
CYP2C9 inhibition - 0.8033 80.33%
CYP2C19 inhibition - 0.8854 88.54%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8253 82.53%
CYP2C8 inhibition + 0.5798 57.98%
CYP inhibitory promiscuity - 0.7991 79.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6710 67.10%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9528 95.28%
Skin irritation + 0.6162 61.62%
Skin corrosion - 0.9542 95.42%
Ames mutagenesis - 0.7015 70.15%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5160 51.60%
skin sensitisation - 0.8280 82.80%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5625 56.25%
Acute Oral Toxicity (c) I 0.4760 47.60%
Estrogen receptor binding + 0.7907 79.07%
Androgen receptor binding + 0.7417 74.17%
Thyroid receptor binding + 0.5176 51.76%
Glucocorticoid receptor binding + 0.7312 73.12%
Aromatase binding + 0.6701 67.01%
PPAR gamma - 0.5056 50.56%
Honey bee toxicity - 0.6397 63.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9972 99.72%

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 99.52% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.84% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.87% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.18% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.30% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.98% 95.89%
CHEMBL2581 P07339 Cathepsin D 93.52% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.37% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.83% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.77% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.22% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 84.75% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.66% 100.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.36% 91.65%
CHEMBL5028 O14672 ADAM10 82.03% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.93% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.91% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.59% 94.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.41% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.01% 90.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.74% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 80.12% 97.79%

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 21668296
LOTUS LTS0095576
wikiData Q104987964