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(1S,4R,6S)-1,6-dimethyl-4-[(1S)-1-[(1S,2S,4S,5R,9R,10S,11S,13S,14R,15R,18S)-5,9,13-trihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-15-yl]ethyl]-3,7-dioxabicyclo[4.1.0]heptan-2-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 ec5f7ca5-a872-4ef5-a4d4-df764cd20476
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,4R,6S)-1,6-dimethyl-4-[(1S)-1-[(1S,2S,4S,5R,9R,10S,11S,13S,14R,15R,18S)-5,9,13-trihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-15-yl]ethyl]-3,7-dioxabicyclo[4.1.0]heptan-2-one
SMILES (Canonical) CC(C1CCC2C1(C(CC3C2C4C(O4)C5(C3(C(C=CC5)O)C)O)O)C)C6CC7(C(O7)(C(=O)O6)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@H]4[C@H](O4)[C@@]5([C@@]3([C@@H](C=CC5)O)C)O)O)C)[C@H]6C[C@]7([C@](O7)(C(=O)O6)C)C
InChI InChI=1S/C28H40O7/c1-13(17-12-24(2)27(5,35-24)23(31)33-17)14-8-9-15-20-16(11-19(30)25(14,15)3)26(4)18(29)7-6-10-28(26,32)22-21(20)34-22/h6-7,13-22,29-30,32H,8-12H2,1-5H3/t13-,14+,15-,16-,17+,18+,19-,20-,21-,22-,24-,25+,26-,27+,28-/m0/s1
InChI Key PVTKNPLVGZNMTE-RJBWZTTISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O7
Molecular Weight 488.60 g/mol
Exact Mass 488.27740361 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 7
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,4R,6S)-1,6-dimethyl-4-[(1S)-1-[(1S,2S,4S,5R,9R,10S,11S,13S,14R,15R,18S)-5,9,13-trihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-15-yl]ethyl]-3,7-dioxabicyclo[4.1.0]heptan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8705 87.05%
Caco-2 - 0.7451 74.51%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4752 47.52%
OATP2B1 inhibitior - 0.7230 72.30%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.9697 96.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8276 82.76%
P-glycoprotein inhibitior - 0.4697 46.97%
P-glycoprotein substrate + 0.5702 57.02%
CYP3A4 substrate + 0.7076 70.76%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.8306 83.06%
CYP3A4 inhibition - 0.7930 79.30%
CYP2C9 inhibition - 0.9129 91.29%
CYP2C19 inhibition - 0.9135 91.35%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.7232 72.32%
CYP2C8 inhibition + 0.5068 50.68%
CYP inhibitory promiscuity - 0.9633 96.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5644 56.44%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9525 95.25%
Skin irritation + 0.5056 50.56%
Skin corrosion - 0.8711 87.11%
Ames mutagenesis - 0.5707 57.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4769 47.69%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5671 56.71%
skin sensitisation - 0.8200 82.00%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7457 74.57%
Acute Oral Toxicity (c) I 0.4016 40.16%
Estrogen receptor binding + 0.7365 73.65%
Androgen receptor binding + 0.7215 72.15%
Thyroid receptor binding + 0.5560 55.60%
Glucocorticoid receptor binding + 0.7493 74.93%
Aromatase binding + 0.6764 67.64%
PPAR gamma + 0.6055 60.55%
Honey bee toxicity - 0.7293 72.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8613 86.13%

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 96.67% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.15% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.20% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.06% 95.56%
CHEMBL2039 P27338 Monoamine oxidase B 90.28% 92.51%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.55% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.47% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.37% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.65% 97.14%
CHEMBL1871 P10275 Androgen Receptor 86.51% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.51% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.37% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.91% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.83% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.93% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.56% 91.07%

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.
Newbouldia laevis

Cross-Links

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PubChem 162879898
LOTUS LTS0075530
wikiData Q105146861