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(1S,2R,7S,9R,11R,12S,15R,16S)-15-[(1R)-1-[(1S,4R,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-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 3e4679c1-e4ae-4cb3-9681-11aef128ceba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,7S,9R,11R,12S,15R,16S)-15-[(1R)-1-[(1S,4R,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H38O7/c1-15(18-14-23(3)25(5,35-23)21(30)33-18)26(31)11-12-27(32)17-13-20-28(34-20)9-6-7-19(29)24(28,4)16(17)8-10-22(26,27)2/h6-7,15-18,20,31-32H,8-14H2,1-5H3/t15-,16+,17-,18-,20-,22-,23+,24+,25-,26-,27+,28-/m1/s1
InChI Key VDCIPKUZTPZQCX-CPWQNQIVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,7S,9R,11R,12S,15R,16S)-15-[(1R)-1-[(1S,4R,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-12,15-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8656 86.56%
Caco-2 - 0.6634 66.34%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6053 60.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior + 0.9184 91.84%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9074 90.74%
P-glycoprotein inhibitior + 0.6209 62.09%
P-glycoprotein substrate + 0.6046 60.46%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8995 89.95%
CYP3A4 inhibition - 0.7300 73.00%
CYP2C9 inhibition - 0.8816 88.16%
CYP2C19 inhibition - 0.8936 89.36%
CYP2D6 inhibition - 0.9576 95.76%
CYP1A2 inhibition - 0.7898 78.98%
CYP2C8 inhibition + 0.5842 58.42%
CYP inhibitory promiscuity - 0.9825 98.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6090 60.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9408 94.08%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8891 88.91%
Ames mutagenesis - 0.5740 57.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6586 65.86%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5994 59.94%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6399 63.99%
Acute Oral Toxicity (c) I 0.4035 40.35%
Estrogen receptor binding + 0.8128 81.28%
Androgen receptor binding + 0.7720 77.20%
Thyroid receptor binding + 0.6487 64.87%
Glucocorticoid receptor binding + 0.7893 78.93%
Aromatase binding + 0.7521 75.21%
PPAR gamma + 0.6185 61.85%
Honey bee toxicity - 0.7641 76.41%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9622 96.22%

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 97.88% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.45% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.91% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.35% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.75% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.21% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.19% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.56% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.08% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.65% 95.71%
CHEMBL1937 Q92769 Histone deacetylase 2 85.94% 94.75%
CHEMBL4208 P20618 Proteasome component C5 85.84% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.31% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.16% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.99% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.92% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.97% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.48% 93.04%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.57% 94.23%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 81.23% 87.16%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.97% 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.
Jaborosa bergii

Cross-Links

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PubChem 14188969
LOTUS LTS0033938
wikiData Q105284074