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[5,6,14,17-tetrahydroxy-17-[1-hydroxy-1-[4-(hydroxymethyl)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10-methyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[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 cf311f35-f01d-4ca5-b38d-1227250feca2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [5,6,14,17-tetrahydroxy-17-[1-hydroxy-1-[4-(hydroxymethyl)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10-methyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical) CC1=C(CC(OC1=O)C(C)(C2(CCC3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)COC(=O)C)O)O)O)CO
SMILES (Isomeric) CC1=C(CC(OC1=O)C(C)(C2(CCC3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)COC(=O)C)O)O)O)CO
InChI InChI=1S/C30H42O11/c1-16-18(14-31)12-23(41-24(16)35)26(4,36)30(39)11-10-28(37)20-13-22(34)29(38)8-5-6-21(33)25(29,3)19(20)7-9-27(28,30)15-40-17(2)32/h5-6,19-20,22-23,31,34,36-39H,7-15H2,1-4H3
InChI Key CDVYESFDLOEWEP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O11
Molecular Weight 578.60 g/mol
Exact Mass 578.27271215 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP -1.10
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5,6,14,17-tetrahydroxy-17-[1-hydroxy-1-[4-(hydroxymethyl)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10-methyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[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 + 0.6783 67.83%
Caco-2 - 0.7972 79.72%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8095 80.95%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8644 86.44%
OATP1B3 inhibitior + 0.9226 92.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6548 65.48%
BSEP inhibitior + 0.9496 94.96%
P-glycoprotein inhibitior + 0.6517 65.17%
P-glycoprotein substrate + 0.6796 67.96%
CYP3A4 substrate + 0.7404 74.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9113 91.13%
CYP3A4 inhibition - 0.9332 93.32%
CYP2C9 inhibition - 0.9108 91.08%
CYP2C19 inhibition - 0.9104 91.04%
CYP2D6 inhibition - 0.9406 94.06%
CYP1A2 inhibition - 0.8667 86.67%
CYP2C8 inhibition + 0.6222 62.22%
CYP inhibitory promiscuity - 0.9556 95.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7257 72.57%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9282 92.82%
Skin irritation - 0.5343 53.43%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7331 73.31%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5535 55.35%
skin sensitisation - 0.9170 91.70%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.4137 41.37%
Estrogen receptor binding + 0.8190 81.90%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7363 73.63%
Aromatase binding + 0.7444 74.44%
PPAR gamma + 0.6464 64.64%
Honey bee toxicity - 0.7724 77.24%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9083 90.83%

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 99.47% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.44% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.67% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 95.52% 89.63%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.39% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.28% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.83% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.61% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.74% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.13% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.11% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.40% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.16% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 86.90% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.59% 92.62%
CHEMBL5028 O14672 ADAM10 85.24% 97.50%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.07% 90.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.42% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.54% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.54% 90.08%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.39% 96.39%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.16% 93.04%

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 peruviana

Cross-Links

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PubChem 162986311
LOTUS LTS0231512
wikiData Q104955247