PlantaeDB Logo
Login Sign-up

(1S,2S,4R,5S,10R,11S,14R,15R,18S)-15-[(1S)-1-[(1S,4S,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-5,10,14-trimethyl-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 dfee9097-af82-4213-9f80-1961ac6e4938
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4R,5S,10R,11S,14R,15R,18S)-15-[(1S)-1-[(1S,4S,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-5,10,14-trimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical) CC(C1CCC2C1(CCC3C2C4C(O4)C5(C3(C(=O)C=CC5)C)C)C)C6CC7(C(O7)(C(=O)O6)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H]4[C@H](O4)[C@@]5([C@@]3(C(=O)C=CC5)C)C)C)[C@@H]6C[C@]7([C@](O7)(C(=O)O6)C)C
InChI InChI=1S/C29H40O5/c1-15(19-14-27(4)29(6,34-27)24(31)32-19)16-9-10-17-21-18(11-13-25(16,17)2)28(5)20(30)8-7-12-26(28,3)23-22(21)33-23/h7-8,15-19,21-23H,9-14H2,1-6H3/t15-,16+,17-,18-,19-,21-,22-,23-,25+,26+,27-,28-,29+/m0/s1
InChI Key VATICISJQPGSBB-QDHGPQEISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H40O5
Molecular Weight 468.60 g/mol
Exact Mass 468.28757437 g/mol
Topological Polar Surface Area (TPSA) 68.40 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.87
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2S,4R,5S,10R,11S,14R,15R,18S)-15-[(1S)-1-[(1S,4S,6S)-1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-5,10,14-trimethyl-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 + 0.9656 96.56%
Caco-2 - 0.6158 61.58%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6358 63.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8519 85.19%
OATP1B3 inhibitior + 0.9647 96.47%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8749 87.49%
P-glycoprotein inhibitior + 0.7773 77.73%
P-glycoprotein substrate - 0.5330 53.30%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9018 90.18%
CYP3A4 inhibition - 0.8596 85.96%
CYP2C9 inhibition - 0.9393 93.93%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9612 96.12%
CYP1A2 inhibition - 0.5836 58.36%
CYP2C8 inhibition - 0.6077 60.77%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6295 62.95%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.5319 53.19%
Skin corrosion - 0.8303 83.03%
Ames mutagenesis - 0.5783 57.83%
Human Ether-a-go-go-Related Gene inhibition + 0.7413 74.13%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8090 80.90%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5599 55.99%
Acute Oral Toxicity (c) III 0.4040 40.40%
Estrogen receptor binding + 0.7685 76.85%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding + 0.6536 65.36%
Glucocorticoid receptor binding + 0.8013 80.13%
Aromatase binding + 0.6682 66.82%
PPAR gamma + 0.6519 65.19%
Honey bee toxicity - 0.7777 77.77%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9806 98.06%

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 96.58% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.05% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.94% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.84% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.11% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.03% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.77% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.69% 93.04%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 87.96% 80.96%
CHEMBL1937 Q92769 Histone deacetylase 2 87.83% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.87% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.61% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.46% 85.31%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.49% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.29% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.92% 86.33%
CHEMBL2581 P07339 Cathepsin D 82.44% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.07% 85.30%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.56% 92.62%
CHEMBL1871 P10275 Androgen Receptor 80.92% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.56% 96.61%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.56% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.11% 89.00%

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.
Mandragora officinarum

Cross-Links

Top
PubChem 163185652
LOTUS LTS0224768
wikiData Q105282971