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(3S,4R,6R)-6-[(1S)-1-[(5R,8S,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,4-dimethyloxan-2-one

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 091a348b-60dc-4cee-b3f9-b366ff080335
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (3S,4R,6R)-6-[(1S)-1-[(5R,8S,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,4-dimethyloxan-2-one
SMILES (Canonical) CC1CC(OC(=O)C1C)C(C)C2CCC3C2(CCC4C3CCC5C4(CCCC5)C)C
SMILES (Isomeric) C[C@@H]1C[C@@H](OC(=O)[C@H]1C)[C@@H](C)[C@H]2CC[C@@H]3[C@]2(CC[C@H]4[C@@H]3CC[C@@H]5[C@@]4(CCCC5)C)C
InChI InChI=1S/C28H46O2/c1-17-16-25(30-26(29)18(17)2)19(3)22-11-12-23-21-10-9-20-8-6-7-14-27(20,4)24(21)13-15-28(22,23)5/h17-25H,6-16H2,1-5H3/t17-,18+,19+,20-,21-,22-,23+,24+,25-,27+,28+/m1/s1
InChI Key JAVFSUSPBIUPLW-QEWGJZFKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O2
Molecular Weight 414.70 g/mol
Exact Mass 414.349780706 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 9.50
Atomic LogP (AlogP) 7.26
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R,6R)-6-[(1S)-1-[(5R,8S,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,4-dimethyloxan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 + 0.5331 53.31%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.4945 49.45%
OATP2B1 inhibitior - 0.5803 58.03%
OATP1B1 inhibitior + 0.8388 83.88%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8314 83.14%
P-glycoprotein inhibitior + 0.6025 60.25%
P-glycoprotein substrate - 0.6643 66.43%
CYP3A4 substrate + 0.7166 71.66%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8394 83.94%
CYP3A4 inhibition - 0.8566 85.66%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.6586 65.86%
CYP2D6 inhibition - 0.9680 96.80%
CYP1A2 inhibition - 0.7144 71.44%
CYP2C8 inhibition - 0.8040 80.40%
CYP inhibitory promiscuity - 0.9735 97.35%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6357 63.57%
Eye corrosion - 0.9770 97.70%
Eye irritation - 0.8932 89.32%
Skin irritation + 0.5845 58.45%
Skin corrosion - 0.8798 87.98%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4703 47.03%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5632 56.32%
skin sensitisation - 0.6236 62.36%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.7921 79.21%
Acute Oral Toxicity (c) III 0.7396 73.96%
Estrogen receptor binding + 0.8032 80.32%
Androgen receptor binding + 0.7129 71.29%
Thyroid receptor binding - 0.5101 51.01%
Glucocorticoid receptor binding + 0.7962 79.62%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6626 66.26%
Honey bee toxicity - 0.7333 73.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9198 91.98%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.34% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.34% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 92.38% 98.10%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.93% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.01% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.99% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.40% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.59% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.24% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.00% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.74% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.44% 96.09%
CHEMBL238 Q01959 Dopamine transporter 85.27% 95.88%
CHEMBL3012 Q13946 Phosphodiesterase 7A 85.19% 99.29%
CHEMBL1871 P10275 Androgen Receptor 84.90% 96.43%
CHEMBL2581 P07339 Cathepsin D 84.15% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.02% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 82.32% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.12% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.02% 90.71%
CHEMBL259 P32245 Melanocortin receptor 4 81.76% 95.38%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.07% 85.11%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 81.05% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.73% 96.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.62% 95.71%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.43% 99.18%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.15% 99.23%

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.
Discopodium penninervium
Elephantopus scaber
Physalis angulata

Cross-Links

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PubChem 154497687
LOTUS LTS0161721
wikiData Q105124087