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(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6,15-dihydroxy-15-[(1S)-1-hydroxy-1-[(2R,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-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 1809fcb9-66ad-4f03-bdb1-1e5b64de7bb8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6,15-dihydroxy-15-[(1S)-1-hydroxy-1-[(2R,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical) CC1C(=O)OC(CC1(C)O)C(C)(C2(CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)O
SMILES (Isomeric) C[C@H]1C(=O)O[C@H](C[C@@]1(C)O)[C@@](C)([C@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)O)O
InChI InChI=1S/C28H40O8/c1-14-22(31)35-21(13-24(14,3)32)26(5,33)27(34)11-9-16-15-12-20-28(36-20)19(30)7-6-18(29)25(28,4)17(15)8-10-23(16,27)2/h6-7,14-17,19-21,30,32-34H,8-13H2,1-5H3/t14-,15-,16-,17-,19-,20+,21+,23-,24+,25-,26-,27+,28+/m0/s1
InChI Key VICSJVWLKNWRDW-ZKDWMGDNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6,15-dihydroxy-15-[(1S)-1-hydroxy-1-[(2R,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-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 + 0.8746 87.46%
Caco-2 - 0.7254 72.54%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6855 68.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8683 86.83%
OATP1B3 inhibitior + 0.8455 84.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.5838 58.38%
P-glycoprotein inhibitior - 0.4820 48.20%
P-glycoprotein substrate + 0.5749 57.49%
CYP3A4 substrate + 0.7262 72.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.7243 72.43%
CYP2C9 inhibition - 0.8828 88.28%
CYP2C19 inhibition - 0.8569 85.69%
CYP2D6 inhibition - 0.9612 96.12%
CYP1A2 inhibition - 0.7485 74.85%
CYP2C8 inhibition + 0.5107 51.07%
CYP inhibitory promiscuity - 0.9919 99.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5890 58.90%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9515 95.15%
Skin irritation + 0.5099 50.99%
Skin corrosion - 0.8886 88.86%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7126 71.26%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6191 61.91%
skin sensitisation - 0.8554 85.54%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6571 65.71%
Acute Oral Toxicity (c) I 0.3945 39.45%
Estrogen receptor binding + 0.8142 81.42%
Androgen receptor binding + 0.7934 79.34%
Thyroid receptor binding + 0.6154 61.54%
Glucocorticoid receptor binding + 0.7688 76.88%
Aromatase binding + 0.7562 75.62%
PPAR gamma + 0.5793 57.93%
Honey bee toxicity - 0.7814 78.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9727 97.27%

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 98.13% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.04% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.22% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.84% 97.09%
CHEMBL332 P03956 Matrix metalloproteinase-1 90.74% 94.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.05% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.86% 100.00%
CHEMBL1871 P10275 Androgen Receptor 88.03% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.30% 99.23%
CHEMBL259 P32245 Melanocortin receptor 4 87.26% 95.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.97% 82.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.95% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.18% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.08% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.29% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.21% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.39% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.83% 91.03%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.56% 89.05%

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 philadelphica

Cross-Links

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PubChem 12070589
LOTUS LTS0008277
wikiData Q105286748