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(1S,2S,7S,9R,11S,12S,15R,16S)-2-(hydroxymethyl)-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-16-methyl-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 b4e63408-94a3-435d-947f-5f5a6d3b8d52
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,7S,9R,11S,12S,15R,16S)-2-(hydroxymethyl)-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-16-methyl-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)CCC6)CO)O5)C)CO
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)CCC6)CO)O5)C)CO
InChI InChI=1S/C28H40O6/c1-15-11-22(33-25(32)18(15)13-29)16(2)19-6-7-20-17-12-24-28(34-24)9-4-5-23(31)27(28,14-30)21(17)8-10-26(19,20)3/h16-17,19-22,24,29-30H,4-14H2,1-3H3/t16-,17-,19+,20-,21-,22+,24+,26+,27-,28+/m0/s1
InChI Key WAIYUACUVYTYRA-GOXWLBPLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.58
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,7S,9R,11S,12S,15R,16S)-2-(hydroxymethyl)-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-16-methyl-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 + 0.8797 87.97%
Caco-2 - 0.6256 62.56%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7520 75.20%
OATP2B1 inhibitior - 0.5668 56.68%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.9670 96.70%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9286 92.86%
P-glycoprotein inhibitior - 0.4312 43.12%
P-glycoprotein substrate + 0.5650 56.50%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.8425 84.25%
CYP2C9 inhibition - 0.8917 89.17%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9456 94.56%
CYP1A2 inhibition - 0.7627 76.27%
CYP2C8 inhibition + 0.4932 49.32%
CYP inhibitory promiscuity - 0.9358 93.58%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5536 55.36%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9548 95.48%
Skin irritation - 0.5465 54.65%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5302 53.02%
Human Ether-a-go-go-Related Gene inhibition - 0.4459 44.59%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5407 54.07%
skin sensitisation - 0.8639 86.39%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6681 66.81%
Acute Oral Toxicity (c) I 0.6366 63.66%
Estrogen receptor binding + 0.8285 82.85%
Androgen receptor binding + 0.7807 78.07%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding + 0.8102 81.02%
Aromatase binding + 0.7969 79.69%
PPAR gamma + 0.6329 63.29%
Honey bee toxicity - 0.7621 76.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9692 96.92%

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
CHEMBL2581 P07339 Cathepsin D 94.19% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.74% 99.23%
CHEMBL299 P17252 Protein kinase C alpha 92.30% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.19% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.08% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.83% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.78% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.00% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 90.55% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.69% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 88.39% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.42% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.00% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.82% 93.04%
CHEMBL3837 P07711 Cathepsin L 84.26% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.87% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.66% 86.33%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.47% 88.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.70% 93.99%
CHEMBL4581 P52732 Kinesin-like protein 1 81.58% 93.18%
CHEMBL5028 O14672 ADAM10 81.27% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.24% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.73% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.21% 90.71%

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.
Jaborosa leucotricha

Cross-Links

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PubChem 101712448
LOTUS LTS0167062
wikiData Q105300253