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(1R,2R,7R,10R,11S,14R,15S,16R,18S)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-15,18-dihydroxy-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-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 fd6cd592-9829-4697-9475-fd1a292b40c5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name (1R,2R,7R,10R,11S,14R,15S,16R,18S)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-15,18-dihydroxy-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3(CC(C4(C3(CCC5C4CC=C6C5(C(=O)CC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)O2)O)O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@]2([C@@]3(C[C@@H]([C@@]4([C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(C(=O)C[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O2)O)O)C)C
InChI InChI=1S/C34H48O12/c1-15-10-24(45-28(41)16(15)2)32(5)33(42)13-23(37)34(46-32)20-7-6-17-11-18(43-29-27(40)26(39)25(38)21(14-35)44-29)12-22(36)31(17,4)19(20)8-9-30(33,34)3/h6,18-21,23-27,29,35,37-40,42H,7-14H2,1-5H3/t18-,19+,20-,21-,23+,24-,25-,26+,27-,29-,30-,31+,32-,33+,34+/m1/s1
InChI Key ANASGKSCMVYISY-NDLPJMTCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O12
Molecular Weight 648.70 g/mol
Exact Mass 648.31457696 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.58
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,7R,10R,11S,14R,15S,16R,18S)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-15,18-dihydroxy-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8966 89.66%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8702 87.02%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7629 76.29%
P-glycoprotein inhibitior + 0.7376 73.76%
P-glycoprotein substrate + 0.5330 53.30%
CYP3A4 substrate + 0.7361 73.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8985 89.85%
CYP3A4 inhibition - 0.7532 75.32%
CYP2C9 inhibition - 0.8946 89.46%
CYP2C19 inhibition - 0.9454 94.54%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.9240 92.40%
CYP2C8 inhibition + 0.6465 64.65%
CYP inhibitory promiscuity - 0.9262 92.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4886 48.86%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9207 92.07%
Skin irritation + 0.5857 58.57%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7491 74.91%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9318 93.18%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5158 51.58%
Acute Oral Toxicity (c) I 0.7975 79.75%
Estrogen receptor binding + 0.7295 72.95%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding - 0.5840 58.40%
Glucocorticoid receptor binding + 0.7237 72.37%
Aromatase binding + 0.6895 68.95%
PPAR gamma + 0.6498 64.98%
Honey bee toxicity - 0.7127 71.27%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5550 55.50%
Fish aquatic toxicity + 0.9733 97.33%

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 98.02% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.80% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 95.51% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.87% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.48% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.46% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.48% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 89.65% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.31% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.65% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.33% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.11% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.21% 93.04%
CHEMBL226 P30542 Adenosine A1 receptor 83.16% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.87% 91.07%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.82% 97.36%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.50% 90.08%
CHEMBL2581 P07339 Cathepsin D 81.22% 98.95%

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.
Withania coagulans

Cross-Links

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PubChem 162915916
LOTUS LTS0266745
wikiData Q104888340