PlantaeDB Logo
Login Sign-up

(1S,2S,4R,5R,8R,9S,11S)-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-9-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

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 bc710b11-7edc-4ac1-aaa7-b8a371bdc504
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (1S,2S,4R,5R,8R,9S,11S)-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-9-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H50O9/c1-8-9-10-20(5)29(37)43-28-26(36)30(42-21(6)27(28)40-7)41-17-33-15-23-19(4)11-12-24(23)32(16-35)14-22(33)13-25(18(2)3)34(32,33)31(38)39/h8-10,13,18-19,21-24,26-28,30,35-36H,11-12,14-17H2,1-7H3,(H,38,39)/b9-8+,20-10-/t19-,21-,22-,23-,24-,26+,27-,28+,30-,32+,33+,34+/m1/s1
InChI Key QPMNLDCROSGTCI-OOKLOIGGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H50O9
Molecular Weight 602.80 g/mol
Exact Mass 602.34548317 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.28
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2S,4R,5R,8R,9S,11S)-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-9-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9088 90.88%
Caco-2 - 0.8120 81.20%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8101 81.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8334 83.34%
OATP1B3 inhibitior + 0.8673 86.73%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8836 88.36%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.6495 64.95%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8968 89.68%
CYP3A4 inhibition - 0.8183 81.83%
CYP2C9 inhibition - 0.6252 62.52%
CYP2C19 inhibition - 0.7584 75.84%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.7079 70.79%
CYP2C8 inhibition + 0.6245 62.45%
CYP inhibitory promiscuity - 0.8475 84.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6845 68.45%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9274 92.74%
Skin irritation - 0.6563 65.63%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4011 40.11%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8722 87.22%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8582 85.82%
Acute Oral Toxicity (c) I 0.4092 40.92%
Estrogen receptor binding + 0.7402 74.02%
Androgen receptor binding + 0.6880 68.80%
Thyroid receptor binding + 0.5475 54.75%
Glucocorticoid receptor binding + 0.6874 68.74%
Aromatase binding + 0.7165 71.65%
PPAR gamma + 0.6932 69.32%
Honey bee toxicity - 0.7118 71.18%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9819 98.19%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.51% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.33% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.07% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.54% 98.95%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.30% 94.97%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.26% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.05% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.16% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.14% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.08% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.99% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.94% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.28% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.98% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.43% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.22% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.04% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.20% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.55% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.22% 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.
There are no matching plants.

Cross-Links

Top
PubChem 24939410
LOTUS LTS0153190
wikiData Q105225492