PlantaeDB Logo
Login Sign-up

2-[1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-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

Top
Internal ID b6d3bdb9-2095-4b33-bab6-7810e5d14a11
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name 2-[1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C
InChI InChI=1S/C34H52O9/c1-16-12-25(42-31(40)17(16)2)18(3)22-8-9-23-21-7-6-19-13-20(41-32-30(39)29(38)28(37)26(15-35)43-32)14-27(36)34(19,5)24(21)10-11-33(22,23)4/h6,18,20-30,32,35-39H,7-15H2,1-5H3
InChI Key SOEBXBQCTCBBNC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H52O9
Molecular Weight 604.80 g/mol
Exact Mass 604.36113323 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.01
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8496 84.96%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8174 81.74%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.8566 85.66%
OATP1B3 inhibitior - 0.2128 21.28%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.5754 57.54%
P-glycoprotein inhibitior + 0.6891 68.91%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7526 75.26%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8853 88.53%
CYP3A4 inhibition - 0.9220 92.20%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.9461 94.61%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.9128 91.28%
CYP2C8 inhibition + 0.5988 59.88%
CYP inhibitory promiscuity - 0.9432 94.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9350 93.50%
Skin irritation + 0.6052 60.52%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7214 72.14%
Human Ether-a-go-go-Related Gene inhibition + 0.7746 77.46%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7283 72.83%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6196 61.96%
Acute Oral Toxicity (c) III 0.4431 44.31%
Estrogen receptor binding + 0.7279 72.79%
Androgen receptor binding + 0.7510 75.10%
Thyroid receptor binding - 0.6543 65.43%
Glucocorticoid receptor binding + 0.5642 56.42%
Aromatase binding + 0.6490 64.90%
PPAR gamma + 0.5626 56.26%
Honey bee toxicity - 0.7079 70.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9435 94.35%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.99% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.82% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.55% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.47% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.30% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.24% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.72% 90.08%
CHEMBL226 P30542 Adenosine A1 receptor 90.71% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.43% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.31% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.54% 94.75%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.52% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.35% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.31% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 87.31% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.91% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.75% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.34% 93.56%
CHEMBL1871 P10275 Androgen Receptor 83.91% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.84% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL5028 O14672 ADAM10 83.20% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.18% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 82.52% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.59% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.45% 96.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.29% 96.47%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.01% 96.21%

Plants that contains it

Top
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.
Withania somnifera

Cross-Links

Top
PubChem 163022240
LOTUS LTS0024067
wikiData Q105256888