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(1R,2R,4R,5R,10R,11S,14R,15R,16S)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-4,5,15-trihydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-7-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 072c2e38-babe-4805-be68-58c327057e3b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1R,2R,4R,5R,10R,11S,14R,15R,16S)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-4,5,15-trihydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-7-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3(CCC4(C3(CCC5C4CC(C6(C5(C(=O)C=CC6)C)O)O)C)O2)O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@]2([C@]3(CC[C@@]4([C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]6([C@@]5(C(=O)C=CC6)C)O)O)C)O2)O)C)C
InChI InChI=1S/C28H38O7/c1-15-13-21(34-22(31)16(15)2)25(5)28(33)12-11-27(35-25)18-14-20(30)26(32)9-6-7-19(29)24(26,4)17(18)8-10-23(27,28)3/h6-7,17-18,20-21,30,32-33H,8-14H2,1-5H3/t17-,18+,20+,21+,23-,24-,25-,26-,27+,28+/m0/s1
InChI Key CCFYFYQWMCVPHP-QHDLCUFBSA-N
Popularity 0 references 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) 113.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4R,5R,10R,11S,14R,15R,16S)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-4,5,15-trihydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-7-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 + 0.9608 96.08%
Caco-2 - 0.6569 65.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8077 80.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.8906 89.06%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9702 97.02%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6138 61.38%
CYP3A4 substrate + 0.7126 71.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.7918 79.18%
CYP2C9 inhibition - 0.9173 91.73%
CYP2C19 inhibition - 0.9113 91.13%
CYP2D6 inhibition - 0.9607 96.07%
CYP1A2 inhibition - 0.8951 89.51%
CYP2C8 inhibition + 0.4660 46.60%
CYP inhibitory promiscuity - 0.9766 97.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4280 42.80%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9409 94.09%
Skin irritation + 0.6305 63.05%
Skin corrosion - 0.8952 89.52%
Ames mutagenesis - 0.5578 55.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4888 48.88%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.6535 65.35%
skin sensitisation - 0.8559 85.59%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5428 54.28%
Acute Oral Toxicity (c) I 0.7991 79.91%
Estrogen receptor binding + 0.8675 86.75%
Androgen receptor binding + 0.7779 77.79%
Thyroid receptor binding + 0.6159 61.59%
Glucocorticoid receptor binding + 0.8318 83.18%
Aromatase binding + 0.8176 81.76%
PPAR gamma + 0.5953 59.53%
Honey bee toxicity - 0.8188 81.88%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9855 98.55%

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 98.16% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.42% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.48% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.41% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.22% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.06% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.99% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.04% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.49% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.78% 86.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.77% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.22% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.94% 97.14%
CHEMBL1871 P10275 Androgen Receptor 82.47% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.33% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.56% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 81.36% 94.75%

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 15969311
LOTUS LTS0168823
wikiData Q104953265