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[(1S,2R,7S,9R,11S,12S,14R,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-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 3ee6ad4e-c236-4369-9baa-e1a4ce1c4e78
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,7S,9R,11S,12S,14R,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)C)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2[C@@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=CC6)C)O5)C)OC(=O)C)C
InChI InChI=1S/C30H40O6/c1-15-12-22(35-27(33)16(15)2)17(3)26-23(34-18(4)31)14-21-19-13-25-30(36-25)10-7-8-24(32)29(30,6)20(19)9-11-28(21,26)5/h7-8,17,19-23,25-26H,9-14H2,1-6H3/t17-,19-,20+,21+,22-,23-,25-,26+,28+,29+,30-/m1/s1
InChI Key SWPRZDTUYWPDOD-QZALQDRQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O6
Molecular Weight 496.60 g/mol
Exact Mass 496.28248899 g/mol
Topological Polar Surface Area (TPSA) 82.20 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7S,9R,11S,12S,14R,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-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 + 0.9813 98.13%
Caco-2 - 0.6294 62.94%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6925 69.25%
OATP2B1 inhibitior - 0.8678 86.78%
OATP1B1 inhibitior + 0.8779 87.79%
OATP1B3 inhibitior + 0.9374 93.74%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9921 99.21%
P-glycoprotein inhibitior + 0.8592 85.92%
P-glycoprotein substrate + 0.6120 61.20%
CYP3A4 substrate + 0.7427 74.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition - 0.8145 81.45%
CYP2C9 inhibition - 0.8715 87.15%
CYP2C19 inhibition - 0.9013 90.13%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.5991 59.91%
CYP2C8 inhibition + 0.6464 64.64%
CYP inhibitory promiscuity - 0.9053 90.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6431 64.31%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.5343 53.43%
Skin corrosion - 0.8964 89.64%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8009 80.09%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5211 52.11%
skin sensitisation - 0.7594 75.94%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6008 60.08%
Acute Oral Toxicity (c) III 0.3394 33.94%
Estrogen receptor binding + 0.8773 87.73%
Androgen receptor binding + 0.7378 73.78%
Thyroid receptor binding + 0.6462 64.62%
Glucocorticoid receptor binding + 0.8432 84.32%
Aromatase binding + 0.7932 79.32%
PPAR gamma + 0.7987 79.87%
Honey bee toxicity - 0.7171 71.71%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9912 99.12%

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 96.75% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.29% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.26% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.95% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.72% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.59% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.40% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.17% 91.19%
CHEMBL2581 P07339 Cathepsin D 86.54% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.41% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.73% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.03% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 83.48% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.35% 90.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.14% 94.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.49% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.96% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.94% 95.89%
CHEMBL5028 O14672 ADAM10 81.77% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.28% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.12% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.60% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.07% 86.33%

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

Cross-Links

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PubChem 10413503
LOTUS LTS0176460
wikiData Q105262812