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[(6R,8R,9S,10R,13R,14R,17S)-17-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,14,17-trihydroxy-10-methyl-1-oxo-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-13-yl]methyl 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 0c185d6f-ffbc-45bd-af0c-ee9b66b62c96
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(6R,8R,9S,10R,13R,14R,17S)-17-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,14,17-trihydroxy-10-methyl-1-oxo-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2(CCC3(C2(CCC4C3CC(C5=CC=CC(=O)C45C)O)COC(=O)C)O)O)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@@]2(CC[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@H](C5=CC=CC(=O)[C@]45C)O)COC(=O)C)O)O)O)C
InChI InChI=1S/C30H40O9/c1-16-13-24(39-25(34)17(16)2)27(5,35)30(37)12-11-29(36)21-14-22(32)20-7-6-8-23(33)26(20,4)19(21)9-10-28(29,30)15-38-18(3)31/h6-8,19,21-22,24,32,35-37H,9-15H2,1-5H3/t19-,21+,22+,24+,26+,27-,28+,29+,30+/m0/s1
InChI Key NYUSQQNVOFOPQU-ALKFQVNKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O9
Molecular Weight 544.60 g/mol
Exact Mass 544.26723285 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(6R,8R,9S,10R,13R,14R,17S)-17-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,14,17-trihydroxy-10-methyl-1-oxo-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-13-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8816 88.16%
Caco-2 - 0.7761 77.61%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8491 84.91%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9193 91.93%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6622 66.22%
BSEP inhibitior + 0.9320 93.20%
P-glycoprotein inhibitior + 0.6682 66.82%
P-glycoprotein substrate + 0.6713 67.13%
CYP3A4 substrate + 0.7409 74.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.8515 85.15%
CYP2C9 inhibition - 0.8937 89.37%
CYP2C19 inhibition - 0.9264 92.64%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.8605 86.05%
CYP2C8 inhibition + 0.6312 63.12%
CYP inhibitory promiscuity - 0.9412 94.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6891 68.91%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9295 92.95%
Skin irritation + 0.6347 63.47%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3911 39.11%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5734 57.34%
skin sensitisation - 0.9304 93.04%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6978 69.78%
Acute Oral Toxicity (c) III 0.4163 41.63%
Estrogen receptor binding + 0.8319 83.19%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.5828 58.28%
Glucocorticoid receptor binding + 0.7893 78.93%
Aromatase binding + 0.7433 74.33%
PPAR gamma + 0.6222 62.22%
Honey bee toxicity - 0.7175 71.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9812 98.12%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.65% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 94.53% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.41% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.07% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.27% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.14% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.83% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.48% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.68% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.31% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 88.17% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.15% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 85.40% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.98% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.82% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.29% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.22% 89.05%
CHEMBL5028 O14672 ADAM10 83.94% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.00% 96.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.98% 95.71%

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 coztomatl

Cross-Links

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PubChem 11844627
LOTUS LTS0241075
wikiData Q105187703