PlantaeDB Logo
Login Sign-up

(1S,4R,6S)-1,6-dimethyl-4-[(1S)-1-[(5R,6S,7R,8S,9S,10R,12S,13R,14S,17R)-5,6,7,12-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-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

Top
Internal ID 26a1c4dc-17f7-49ef-9cae-fb23c7e628f1
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-[(5R,6S,7R,8S,9S,10R,12S,13R,14S,17R)-5,6,7,12-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,7-dioxabicyclo[4.1.0]heptan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H40O8/c1-13(17-12-24(2)27(5,36-24)23(33)35-17)14-8-9-15-20-16(11-19(30)25(14,15)3)26(4)18(29)7-6-10-28(26,34)22(32)21(20)31/h6-7,13-17,19-22,30-32,34H,8-12H2,1-5H3/t13-,14+,15-,16-,17+,19-,20-,21+,22-,24-,25+,26-,27+,28-/m0/s1
InChI Key ZNDWVAWNGJHBAF-JXAVBFHVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,4R,6S)-1,6-dimethyl-4-[(1S)-1-[(5R,6S,7R,8S,9S,10R,12S,13R,14S,17R)-5,6,7,12-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,7-dioxabicyclo[4.1.0]heptan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7621 76.21%
Caco-2 - 0.7447 74.47%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5665 56.65%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8706 87.06%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.7692 76.92%
P-glycoprotein inhibitior + 0.5746 57.46%
P-glycoprotein substrate + 0.5915 59.15%
CYP3A4 substrate + 0.6908 69.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8994 89.94%
CYP3A4 inhibition - 0.6964 69.64%
CYP2C9 inhibition - 0.8953 89.53%
CYP2C19 inhibition - 0.8933 89.33%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.8288 82.88%
CYP2C8 inhibition + 0.4903 49.03%
CYP inhibitory promiscuity - 0.9874 98.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6079 60.79%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9508 95.08%
Skin irritation - 0.5363 53.63%
Skin corrosion - 0.8679 86.79%
Ames mutagenesis - 0.5121 51.21%
Human Ether-a-go-go-Related Gene inhibition - 0.4422 44.22%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5724 57.24%
skin sensitisation - 0.8452 84.52%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5288 52.88%
Acute Oral Toxicity (c) I 0.3730 37.30%
Estrogen receptor binding + 0.7477 74.77%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding + 0.5980 59.80%
Glucocorticoid receptor binding + 0.7452 74.52%
Aromatase binding + 0.7246 72.46%
PPAR gamma + 0.6451 64.51%
Honey bee toxicity - 0.7548 75.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9230 92.30%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.34% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.75% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.45% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.29% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.16% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.20% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.15% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.38% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.72% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.64% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.53% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.13% 95.89%
CHEMBL2581 P07339 Cathepsin D 86.05% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 85.92% 95.93%
CHEMBL1871 P10275 Androgen Receptor 83.45% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.67% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.05% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.32% 85.31%

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.
Datura ferox

Cross-Links

Top
PubChem 10696875
LOTUS LTS0018164
wikiData Q105379994