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(1S,2R,4R,6R,7S,8R,10R,12S,13S,16R,17S)-7-hydroxy-16-[(1S)-1-[(2S)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dimethyl-5,9-dioxahexacyclo[10.7.0.02,8.04,6.08,10.013,17]nonadecan-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 a6909abb-81e4-458f-bb0c-f710f6316d06
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,4R,6R,7S,8R,10R,12S,13S,16R,17S)-7-hydroxy-16-[(1S)-1-[(2S)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dimethyl-5,9-dioxahexacyclo[10.7.0.02,8.04,6.08,10.013,17]nonadecan-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C7C(C6O)O7)C)O5)C)CO
SMILES (Isomeric) CC1=C(C(=O)O[C@@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)[C@H]7[C@@H]([C@@H]6O)O7)C)O5)C)CO
InChI InChI=1S/C28H38O7/c1-12-9-19(33-25(32)15(12)11-29)13(2)16-5-6-17-14-10-20-28(35-20)24(31)22-21(34-22)23(30)27(28,4)18(14)7-8-26(16,17)3/h13-14,16-22,24,29,31H,5-11H2,1-4H3/t13-,14-,16+,17-,18-,19-,20+,21+,22-,24-,26+,27-,28-/m0/s1
InChI Key ZTIAIZCUUGPRQU-OPRTXWLWSA-N
Popularity 1 reference 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 3.30
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4R,6R,7S,8R,10R,12S,13S,16R,17S)-7-hydroxy-16-[(1S)-1-[(2S)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dimethyl-5,9-dioxahexacyclo[10.7.0.02,8.04,6.08,10.013,17]nonadecan-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 + 0.8983 89.83%
Caco-2 - 0.7336 73.36%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7714 77.14%
OATP2B1 inhibitior - 0.7043 70.43%
OATP1B1 inhibitior + 0.8306 83.06%
OATP1B3 inhibitior + 0.9702 97.02%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.7759 77.59%
P-glycoprotein inhibitior - 0.4431 44.31%
P-glycoprotein substrate + 0.5830 58.30%
CYP3A4 substrate + 0.7303 73.03%
CYP2C9 substrate - 0.8259 82.59%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.8547 85.47%
CYP2C9 inhibition - 0.8867 88.67%
CYP2C19 inhibition - 0.9390 93.90%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.7829 78.29%
CYP2C8 inhibition + 0.4713 47.13%
CYP inhibitory promiscuity - 0.9338 93.38%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5377 53.77%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9462 94.62%
Skin irritation + 0.5455 54.55%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis - 0.5248 52.48%
Human Ether-a-go-go-Related Gene inhibition - 0.4638 46.38%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5905 59.05%
skin sensitisation - 0.8846 88.46%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5233 52.33%
Acute Oral Toxicity (c) I 0.5780 57.80%
Estrogen receptor binding + 0.7045 70.45%
Androgen receptor binding + 0.7579 75.79%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7213 72.13%
Aromatase binding + 0.7000 70.00%
PPAR gamma + 0.6375 63.75%
Honey bee toxicity - 0.7109 71.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9671 96.71%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.00% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.82% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 92.35% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.15% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.86% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 90.15% 98.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.31% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.24% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.99% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.54% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.55% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.03% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.83% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.99% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.55% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 82.04% 94.73%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.77% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.76% 86.33%
CHEMBL204 P00734 Thrombin 81.70% 96.01%
CHEMBL5028 O14672 ADAM10 81.16% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.79% 90.17%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.58% 88.56%

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 viscosa

Cross-Links

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PubChem 162934435
LOTUS LTS0234618
wikiData Q105382931