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(1S,2S,4R,5R,10R,11S,13S,15R,16R,17R,20S)-15-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]-4,5,17-trihydroxy-13-methoxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-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 149f1e2c-b930-4296-ac46-e935700bd0c4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4R,5R,10R,11S,13S,15R,16R,17R,20S)-15-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]-4,5,17-trihydroxy-13-methoxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one
SMILES (Canonical) CC1C(OC2(CC3C(CC(C4(C3(C(=O)C=CC4)C)O)O)C5C2(C1(CC5)O)C)OC)C6C(=C(C(=O)O6)C)C
SMILES (Isomeric) C[C@@H]1[C@@H](O[C@]2(C[C@H]3[C@@H](C[C@H]([C@@]4([C@@]3(C(=O)C=CC4)C)O)O)[C@H]5[C@]2([C@]1(CC5)O)C)OC)[C@@H]6C(=C(C(=O)O6)C)C
InChI InChI=1S/C29H40O8/c1-14-15(2)24(32)36-22(14)23-16(3)27(33)11-9-18-17-12-21(31)28(34)10-7-8-20(30)25(28,4)19(17)13-29(35-6,37-23)26(18,27)5/h7-8,16-19,21-23,31,33-34H,9-13H2,1-6H3/t16-,17+,18+,19+,21-,22+,23-,25+,26+,27-,28+,29+/m1/s1
InChI Key PJTLBZSNUIZEGL-XDSLMFLFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O8
Molecular Weight 516.60 g/mol
Exact Mass 516.27231823 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4R,5R,10R,11S,13S,15R,16R,17R,20S)-15-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]-4,5,17-trihydroxy-13-methoxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-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 + 0.9455 94.55%
Caco-2 - 0.7134 71.34%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8149 81.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8924 89.24%
OATP1B3 inhibitior + 0.9274 92.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.9691 96.91%
P-glycoprotein inhibitior - 0.4310 43.10%
P-glycoprotein substrate + 0.5972 59.72%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.8603 86.03%
CYP2C9 inhibition - 0.8899 88.99%
CYP2C19 inhibition - 0.8896 88.96%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.8821 88.21%
CYP2C8 inhibition + 0.6005 60.05%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4499 44.99%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9348 93.48%
Skin irritation - 0.5408 54.08%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3627 36.27%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8629 86.29%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7606 76.06%
Acute Oral Toxicity (c) I 0.5990 59.90%
Estrogen receptor binding + 0.8591 85.91%
Androgen receptor binding + 0.7849 78.49%
Thyroid receptor binding + 0.6261 62.61%
Glucocorticoid receptor binding + 0.7860 78.60%
Aromatase binding + 0.7871 78.71%
PPAR gamma + 0.6572 65.72%
Honey bee toxicity - 0.6934 69.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9520 95.20%

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 96.52% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.22% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.79% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.28% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.69% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.74% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.60% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.40% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.28% 97.14%
CHEMBL1871 P10275 Androgen Receptor 90.85% 96.43%
CHEMBL2581 P07339 Cathepsin D 87.29% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.00% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.85% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.11% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.79% 97.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.38% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.36% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.76% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.62% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.94% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.48% 94.45%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.79% 86.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.31% 97.79%

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 laciniata
Jaborosa leucotricha

Cross-Links

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PubChem 162913040
LOTUS LTS0133422
wikiData Q105210144