PlantaeDB Logo
Login Sign-up

(1S,2S,4S,5R,10R,11S,13R,14R,15R,18S)-15-[(1S)-1-[(2S)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-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

Top
Internal ID bd33c276-cf6f-4857-8a81-2d587820f532
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4S,5R,10R,11S,13R,14R,15R,18S)-15-[(1S)-1-[(2S)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H38O6/c1-13-11-19(33-25(31)14(13)2)15(3)16-8-9-17-22-18(12-21(30)26(16,17)4)27(5)20(29)7-6-10-28(27,32)24-23(22)34-24/h6-7,15-19,21-24,30,32H,8-12H2,1-5H3/t15-,16+,17-,18-,19-,21+,22-,23-,24-,26+,27-,28-/m0/s1
InChI Key DGZBYFRXLDYRMK-FZPKIGKNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2S,4S,5R,10R,11S,13R,14R,15R,18S)-15-[(1S)-1-[(2S)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5,13-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9426 94.26%
Caco-2 - 0.6246 62.46%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6199 61.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8706 87.06%
OATP1B3 inhibitior + 0.9756 97.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.9167 91.67%
P-glycoprotein inhibitior + 0.6832 68.32%
P-glycoprotein substrate + 0.6027 60.27%
CYP3A4 substrate + 0.7021 70.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9032 90.32%
CYP3A4 inhibition - 0.7988 79.88%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.9251 92.51%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.7440 74.40%
CYP2C8 inhibition + 0.5139 51.39%
CYP inhibitory promiscuity - 0.9674 96.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4993 49.93%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9610 96.10%
Skin irritation + 0.5718 57.18%
Skin corrosion - 0.8754 87.54%
Ames mutagenesis - 0.5525 55.25%
Human Ether-a-go-go-Related Gene inhibition + 0.7922 79.22%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.6046 60.46%
skin sensitisation - 0.7972 79.72%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7496 74.96%
Acute Oral Toxicity (c) I 0.5155 51.55%
Estrogen receptor binding + 0.8120 81.20%
Androgen receptor binding + 0.7180 71.80%
Thyroid receptor binding + 0.6131 61.31%
Glucocorticoid receptor binding + 0.7041 70.41%
Aromatase binding + 0.6663 66.63%
PPAR gamma + 0.6708 67.08%
Honey bee toxicity - 0.7796 77.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9400 94.00%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.45% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 92.93% 83.82%
CHEMBL220 P22303 Acetylcholinesterase 92.88% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.67% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.19% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.49% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.00% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.85% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.81% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.68% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.63% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.40% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.01% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.72% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.38% 90.08%
CHEMBL2581 P07339 Cathepsin D 84.36% 98.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.05% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.88% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.56% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.26% 91.07%

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 163061408
LOTUS LTS0178308
wikiData Q104979655