PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (1S,4aS,8aR)-5-[2-(furan-3-yl)ethyl]-1,4a,6-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylate

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 0f3fd74f-2b92-493b-8947-0c77c5160968
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (1S,4aS,8aR)-5-[2-(furan-3-yl)ethyl]-1,4a,6-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H46O12/c1-16-5-8-21-30(2,18(16)7-6-17-9-12-39-14-17)10-4-11-31(21,3)29(38)43-28-26(24(36)23(35)20(13-32)41-28)42-27-25(37)22(34)19(33)15-40-27/h9,12,14,19-28,32-37H,4-8,10-11,13,15H2,1-3H3/t19-,20-,21-,22+,23-,24+,25-,26-,27+,28+,30-,31+/m1/s1
InChI Key MGFWZULLFYLVNO-GXSOADPRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H46O12
Molecular Weight 610.70 g/mol
Exact Mass 610.29892690 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (1S,4aS,8aR)-5-[2-(furan-3-yl)ethyl]-1,4a,6-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8237 82.37%
Caco-2 - 0.8574 85.74%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7755 77.55%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.7575 75.75%
OATP1B3 inhibitior + 0.9036 90.36%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7796 77.96%
P-glycoprotein inhibitior + 0.6652 66.52%
P-glycoprotein substrate - 0.5073 50.73%
CYP3A4 substrate + 0.7193 71.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8468 84.68%
CYP3A4 inhibition - 0.8307 83.07%
CYP2C9 inhibition - 0.9038 90.38%
CYP2C19 inhibition - 0.8930 89.30%
CYP2D6 inhibition - 0.9227 92.27%
CYP1A2 inhibition - 0.8709 87.09%
CYP2C8 inhibition + 0.6717 67.17%
CYP inhibitory promiscuity - 0.9117 91.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5760 57.60%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.5292 52.92%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.7211 72.11%
Human Ether-a-go-go-Related Gene inhibition + 0.7161 71.61%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9129 91.29%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9261 92.61%
Acute Oral Toxicity (c) I 0.7316 73.16%
Estrogen receptor binding + 0.7900 79.00%
Androgen receptor binding + 0.6650 66.50%
Thyroid receptor binding - 0.5796 57.96%
Glucocorticoid receptor binding + 0.6542 65.42%
Aromatase binding + 0.6565 65.65%
PPAR gamma + 0.6665 66.65%
Honey bee toxicity - 0.7774 77.74%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9719 97.19%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.28% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.08% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.87% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.39% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.28% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.61% 86.92%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.55% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.08% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.97% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.87% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.05% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 86.96% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.42% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.34% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.23% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.39% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.32% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 84.03% 94.73%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.45% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.95% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.14% 92.62%

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.
Phlomoides younghusbandii

Cross-Links

Top
PubChem 101131589
LOTUS LTS0141792
wikiData Q104402893