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(1S,2R,6S,7R,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-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 5125dd91-8c75-4882-950b-b255418008ac
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)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)CCC6O)C)O5)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)CC[C@@H]6O)C)O5)C)C
InChI InChI=1S/C28H40O5/c1-14-12-21(32-25(31)15(14)2)16(3)18-6-7-19-17-13-24-28(33-24)23(30)9-8-22(29)27(28,5)20(17)10-11-26(18,19)4/h16-21,23-24,30H,6-13H2,1-5H3/t16-,17-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
InChI Key SJJHQUNCXHGXSK-NSYRIIBJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O5
Molecular Weight 456.60 g/mol
Exact Mass 456.28757437 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.60
H-Bond Acceptor 5
H-Bond Donor 1
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)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-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 + 0.9690 96.90%
Caco-2 - 0.5899 58.99%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7068 70.68%
OATP2B1 inhibitior - 0.7114 71.14%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.8933 89.33%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6874 68.74%
BSEP inhibitior + 0.8173 81.73%
P-glycoprotein inhibitior + 0.6119 61.19%
P-glycoprotein substrate - 0.5246 52.46%
CYP3A4 substrate + 0.7327 73.27%
CYP2C9 substrate - 0.8303 83.03%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7468 74.68%
CYP2C9 inhibition - 0.8606 86.06%
CYP2C19 inhibition - 0.8598 85.98%
CYP2D6 inhibition - 0.9567 95.67%
CYP1A2 inhibition - 0.7350 73.50%
CYP2C8 inhibition + 0.4670 46.70%
CYP inhibitory promiscuity - 0.9802 98.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5848 58.48%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9503 95.03%
Skin irritation + 0.5689 56.89%
Skin corrosion - 0.8989 89.89%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4130 41.30%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6943 69.43%
skin sensitisation - 0.8178 81.78%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5720 57.20%
Acute Oral Toxicity (c) I 0.3256 32.56%
Estrogen receptor binding + 0.8017 80.17%
Androgen receptor binding + 0.7855 78.55%
Thyroid receptor binding + 0.5567 55.67%
Glucocorticoid receptor binding + 0.7922 79.22%
Aromatase binding + 0.7282 72.82%
PPAR gamma + 0.6607 66.07%
Honey bee toxicity - 0.7810 78.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9769 97.69%

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
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.37% 99.23%
CHEMBL204 P00734 Thrombin 93.23% 96.01%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.72% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.65% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.09% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.06% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.57% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.38% 96.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.04% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.00% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.97% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.82% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.94% 90.71%
CHEMBL1871 P10275 Androgen Receptor 81.95% 96.43%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.78% 85.11%
CHEMBL2581 P07339 Cathepsin D 81.29% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.22% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.13% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 80.84% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.57% 93.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.33% 90.08%

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.
Vassobia breviflora

Cross-Links

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PubChem 131877047
LOTUS LTS0018426
wikiData Q105254335