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[(3S,7R,9S,10R,11S,13S,14S,16S,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-3,7,11-trihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] 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 aa5a70d3-5932-4b17-8ce4-8be16ed6c944
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(3S,7R,9S,10R,11S,13S,14S,16S,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-3,7,11-trihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC(C)C(C)C=CC(C)C1C(CC2C1(CC(C3C2C(C=C4C3(CCC(C4)O)C)O)O)C)OC(=O)C
SMILES (Isomeric) C[C@H](/C=C/[C@@H](C)C(C)C)[C@H]1[C@H](C[C@@H]2[C@@]1(C[C@@H]([C@H]3C2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)O)C)OC(=O)C
InChI InChI=1S/C30H48O5/c1-16(2)17(3)8-9-18(4)27-25(35-19(5)31)14-22-26-23(33)13-20-12-21(32)10-11-29(20,6)28(26)24(34)15-30(22,27)7/h8-9,13,16-18,21-28,32-34H,10-12,14-15H2,1-7H3/b9-8+/t17-,18-,21+,22+,23+,24+,25+,26?,27+,28+,29+,30+/m1/s1
InChI Key ZIZQHLXOPLXRBJ-GEFHBELVSA-N
Popularity 0 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 4.80
Atomic LogP (AlogP) 4.89
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 - 0.6551 65.51%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8668 86.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8199 81.99%
OATP1B3 inhibitior - 0.3549 35.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.8202 82.02%
P-glycoprotein inhibitior - 0.4399 43.99%
P-glycoprotein substrate - 0.5207 52.07%
CYP3A4 substrate + 0.7276 72.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.8789 87.89%
CYP2C9 inhibition - 0.8562 85.62%
CYP2C19 inhibition - 0.9192 91.92%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.8144 81.44%
CYP2C8 inhibition + 0.6293 62.93%
CYP inhibitory promiscuity - 0.8648 86.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6302 63.02%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.9502 95.02%
Skin irritation + 0.6900 69.00%
Skin corrosion - 0.9615 96.15%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6583 65.83%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.6434 64.34%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4539 45.39%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.7624 76.24%
Androgen receptor binding + 0.6752 67.52%
Thyroid receptor binding + 0.5273 52.73%
Glucocorticoid receptor binding + 0.6488 64.88%
Aromatase binding + 0.6154 61.54%
PPAR gamma + 0.5206 52.06%
Honey bee toxicity - 0.6178 61.78%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.43% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.86% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.42% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.15% 82.69%
CHEMBL2581 P07339 Cathepsin D 92.78% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.11% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.20% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.12% 94.62%
CHEMBL226 P30542 Adenosine A1 receptor 89.38% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.19% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.48% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.06% 95.89%
CHEMBL5028 O14672 ADAM10 86.92% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.84% 94.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.24% 93.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.58% 94.97%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.28% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.35% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.63% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.01% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.04% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.26% 91.19%

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 163190731
LOTUS LTS0243773
wikiData Q105377701