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(1S,2S,5S,6R,8S,9R,12S,13R,18R,19R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-18,19-dihydroxy-8-methoxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-15-en-14-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 3d7e7ee3-55ad-44e1-97cd-03258897c3fa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,5S,6R,8S,9R,12S,13R,18R,19R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-18,19-dihydroxy-8-methoxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-15-en-14-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3CCC4C3(CCC5C4CC(C6(C5(C(=O)C=CC6)C)O)O)C(O2)OC)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@]2([C@H]3CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]6([C@@]5(C(=O)C=CC6)C)O)O)[C@H](O2)OC)C)C
InChI InChI=1S/C29H40O7/c1-15-13-23(35-24(32)16(15)2)27(4)20-9-8-19-17-14-22(31)29(33)11-6-7-21(30)26(29,3)18(17)10-12-28(19,20)25(34-5)36-27/h6-7,17-20,22-23,25,31,33H,8-14H2,1-5H3/t17-,18+,19+,20-,22-,23-,25+,26+,27-,28-,29+/m1/s1
InChI Key MTEZZEZYSSQMGV-CFOUUKSXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O7
Molecular Weight 500.60 g/mol
Exact Mass 500.27740361 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.47
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,2S,5S,6R,8S,9R,12S,13R,18R,19R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-18,19-dihydroxy-8-methoxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-15-en-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9572 95.72%
Caco-2 - 0.6635 66.35%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7925 79.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8842 88.42%
OATP1B3 inhibitior + 0.9189 91.89%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.9462 94.62%
P-glycoprotein inhibitior + 0.6593 65.93%
P-glycoprotein substrate + 0.5998 59.98%
CYP3A4 substrate + 0.7332 73.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8992 89.92%
CYP3A4 inhibition - 0.7890 78.90%
CYP2C9 inhibition - 0.8829 88.29%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.8677 86.77%
CYP2C8 inhibition + 0.6134 61.34%
CYP inhibitory promiscuity - 0.9624 96.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4565 45.65%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9560 95.60%
Skin irritation + 0.5070 50.70%
Skin corrosion - 0.9148 91.48%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6929 69.29%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5090 50.90%
skin sensitisation - 0.8743 87.43%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6800 68.00%
Acute Oral Toxicity (c) I 0.6606 66.06%
Estrogen receptor binding + 0.8215 82.15%
Androgen receptor binding + 0.8095 80.95%
Thyroid receptor binding + 0.6186 61.86%
Glucocorticoid receptor binding + 0.7925 79.25%
Aromatase binding + 0.7591 75.91%
PPAR gamma + 0.6626 66.26%
Honey bee toxicity - 0.7142 71.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9758 97.58%

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 97.99% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.55% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.63% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.92% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.50% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.68% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.05% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.30% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.98% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.02% 96.61%
CHEMBL4040 P28482 MAP kinase ERK2 87.00% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.39% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 84.24% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.66% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 82.68% 94.75%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.53% 90.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.47% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.99% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.91% 93.04%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.61% 86.00%
CHEMBL1871 P10275 Androgen Receptor 80.66% 96.43%

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.
Physalis minima

Cross-Links

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PubChem 16756158
LOTUS LTS0052963
wikiData Q105171659