[(2S,3S,4R,5R,8R,9S,10R,13S,14S,17R)-3,4-diacetyloxy-17-ethyl-10,13-dimethyl-16-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-2-yl] acetate

Details

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Internal ID 8048c50e-cabb-4dc3-9649-150a16144e7c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(2S,3S,4R,5R,8R,9S,10R,13S,14S,17R)-3,4-diacetyloxy-17-ethyl-10,13-dimethyl-16-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-2-yl] acetate
SMILES (Canonical) CCC1C(=O)CC2C1(CCC3C2CCC4C3(CC(C(C4OC(=O)C)OC(=O)C)OC(=O)C)C)C
SMILES (Isomeric) CC[C@H]1C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@@H]([C@@H]([C@@H]4OC(=O)C)OC(=O)C)OC(=O)C)C)C
InChI InChI=1S/C27H40O7/c1-7-18-22(31)12-21-17-8-9-20-24(33-15(3)29)25(34-16(4)30)23(32-14(2)28)13-27(20,6)19(17)10-11-26(18,21)5/h17-21,23-25H,7-13H2,1-6H3/t17-,18+,19+,20+,21+,23+,24-,25+,26-,27-/m1/s1
InChI Key PLZPNDBFLGCZTJ-NDFYPCRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O7
Molecular Weight 476.60 g/mol
Exact Mass 476.27740361 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R,8R,9S,10R,13S,14S,17R)-3,4-diacetyloxy-17-ethyl-10,13-dimethyl-16-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-2-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 + 0.9932 99.32%
Caco-2 - 0.6339 63.39%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6545 65.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8710 87.10%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9512 95.12%
P-glycoprotein inhibitior + 0.7589 75.89%
P-glycoprotein substrate - 0.7900 79.00%
CYP3A4 substrate + 0.7015 70.15%
CYP2C9 substrate - 0.7941 79.41%
CYP2D6 substrate - 0.8488 84.88%
CYP3A4 inhibition - 0.8183 81.83%
CYP2C9 inhibition - 0.8849 88.49%
CYP2C19 inhibition - 0.8239 82.39%
CYP2D6 inhibition - 0.9618 96.18%
CYP1A2 inhibition - 0.8842 88.42%
CYP2C8 inhibition - 0.7291 72.91%
CYP inhibitory promiscuity - 0.8997 89.97%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6068 60.68%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8709 87.09%
Skin irritation - 0.5589 55.89%
Skin corrosion - 0.9243 92.43%
Ames mutagenesis - 0.7579 75.79%
Human Ether-a-go-go-Related Gene inhibition - 0.4340 43.40%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.8868 88.68%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7904 79.04%
Acute Oral Toxicity (c) III 0.5917 59.17%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.7355 73.55%
Thyroid receptor binding - 0.5413 54.13%
Glucocorticoid receptor binding + 0.6237 62.37%
Aromatase binding + 0.5377 53.77%
PPAR gamma + 0.6833 68.33%
Honey bee toxicity - 0.7462 74.62%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5850 58.50%
Fish aquatic toxicity + 0.9944 99.44%

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 97.44% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.77% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.16% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.13% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.06% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.53% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.57% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.34% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.88% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.52% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 82.11% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.98% 95.56%

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.
Trichilia claussenii

Cross-Links

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PubChem 162820321
LOTUS LTS0133652
wikiData Q105211335