PlantaeDB Logo
Login Sign-up

(2R)-2-[(1S)-1-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[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 ef1f7725-2d07-4aa3-b172-02815b3190c7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R)-2-[(1S)-1-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H40O3/c1-16-14-25(31-26(30)17(16)2)18(3)22-8-9-23-21-7-6-19-15-20(29)10-12-27(19,4)24(21)11-13-28(22,23)5/h15,18,21-25H,6-14H2,1-5H3/t18-,21-,22+,23-,24-,25+,27-,28+/m0/s1
InChI Key NGVZICUXTBJFIV-CCSWOSDBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H40O3
Molecular Weight 424.60 g/mol
Exact Mass 424.29774513 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.42
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R)-2-[(1S)-1-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[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 + 0.9945 99.45%
Caco-2 + 0.6346 63.46%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7150 71.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8927 89.27%
OATP1B3 inhibitior + 0.9796 97.96%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9690 96.90%
P-glycoprotein inhibitior + 0.8707 87.07%
P-glycoprotein substrate - 0.6835 68.35%
CYP3A4 substrate + 0.7522 75.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9062 90.62%
CYP3A4 inhibition - 0.7849 78.49%
CYP2C9 inhibition - 0.9316 93.16%
CYP2C19 inhibition - 0.8536 85.36%
CYP2D6 inhibition - 0.9544 95.44%
CYP1A2 inhibition - 0.6970 69.70%
CYP2C8 inhibition - 0.7301 73.01%
CYP inhibitory promiscuity - 0.9057 90.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5723 57.23%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9705 97.05%
Skin irritation + 0.6059 60.59%
Skin corrosion - 0.9038 90.38%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7799 77.99%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.8467 84.67%
skin sensitisation - 0.6286 62.86%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6700 67.00%
Acute Oral Toxicity (c) III 0.7083 70.83%
Estrogen receptor binding + 0.8634 86.34%
Androgen receptor binding + 0.8423 84.23%
Thyroid receptor binding + 0.6418 64.18%
Glucocorticoid receptor binding + 0.8850 88.50%
Aromatase binding + 0.6834 68.34%
PPAR gamma + 0.7211 72.11%
Honey bee toxicity - 0.7580 75.80%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL1994 P08235 Mineralocorticoid receptor 95.96% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL1871 P10275 Androgen Receptor 93.82% 96.43%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.10% 93.40%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.07% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.83% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.30% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.13% 99.23%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.93% 94.78%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.83% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.74% 85.30%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.87% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.30% 93.99%
CHEMBL204 P00734 Thrombin 85.19% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.00% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.43% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.38% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.29% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.28% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.49% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.99% 95.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.72% 97.33%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 80.45% 95.55%
CHEMBL4581 P52732 Kinesin-like protein 1 80.37% 93.18%
CHEMBL1940 Q13936 Voltage-gated L-type calcium channel alpha-1C subunit 80.35% 86.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 14102736
LOTUS LTS0149326
wikiData Q105179214