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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]-19-hydroxy-8,18-dimethoxy-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 2f8504e9-ff65-471e-b9d0-1b12c54cd37f
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]-19-hydroxy-8,18-dimethoxy-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)OC)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)OC)O)[C@H](O2)OC)C)C
InChI InChI=1S/C30H42O7/c1-16-14-24(36-25(33)17(16)2)28(4)21-10-9-20-18-15-23(32)30(35-6)12-7-8-22(31)27(30,3)19(18)11-13-29(20,21)26(34-5)37-28/h7-8,18-21,23-24,26,32H,9-15H2,1-6H3/t18-,19+,20+,21-,23-,24-,26+,27+,28-,29-,30+/m1/s1
InChI Key SINFZVOONTYVFG-ZLWPEUFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O7
Molecular Weight 514.60 g/mol
Exact Mass 514.29305367 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

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]-19-hydroxy-8,18-dimethoxy-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 + 0.9891 98.91%
Caco-2 - 0.6595 65.95%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7922 79.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.8625 86.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9620 96.20%
P-glycoprotein inhibitior + 0.7509 75.09%
P-glycoprotein substrate + 0.6112 61.12%
CYP3A4 substrate + 0.7378 73.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8980 89.80%
CYP3A4 inhibition - 0.7270 72.70%
CYP2C9 inhibition - 0.9011 90.11%
CYP2C19 inhibition - 0.9308 93.08%
CYP2D6 inhibition - 0.9605 96.05%
CYP1A2 inhibition - 0.8929 89.29%
CYP2C8 inhibition + 0.6903 69.03%
CYP inhibitory promiscuity - 0.9599 95.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4888 48.88%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9450 94.50%
Skin irritation - 0.5325 53.25%
Skin corrosion - 0.9081 90.81%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7636 76.36%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5370 53.70%
skin sensitisation - 0.8741 87.41%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6599 65.99%
Acute Oral Toxicity (c) I 0.6621 66.21%
Estrogen receptor binding + 0.8009 80.09%
Androgen receptor binding + 0.8002 80.02%
Thyroid receptor binding + 0.5908 59.08%
Glucocorticoid receptor binding + 0.8280 82.80%
Aromatase binding + 0.7747 77.47%
PPAR gamma + 0.7217 72.17%
Honey bee toxicity - 0.7221 72.21%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9682 96.82%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.89% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.64% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.05% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.30% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.65% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.34% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.21% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.64% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.95% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.25% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.50% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.95% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 82.11% 97.79%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.06% 90.93%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.35% 94.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.21% 93.04%
CHEMBL1871 P10275 Androgen Receptor 80.95% 96.43%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.22% 86.00%

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 16756262
LOTUS LTS0260141
wikiData Q105253874