PlantaeDB Logo
Login Sign-up

[2-acetyloxy-8-(2,4-dihydroxy-5-oxo-2H-furan-3-yl)-4-hydroxy-1-[(5-methoxy-6-methyloxan-2-yl)oxymethyl]-4a,7,8a-trimethyl-3,4,4b,5,8,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl 5-(methoxymethyl)-1H-pyrrole-2-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 276076da-6048-4438-8092-8788b34e7b33
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [2-acetyloxy-8-(2,4-dihydroxy-5-oxo-2H-furan-3-yl)-4-hydroxy-1-[(5-methoxy-6-methyloxan-2-yl)oxymethyl]-4a,7,8a-trimethyl-3,4,4b,5,8,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl 5-(methoxymethyl)-1H-pyrrole-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H55NO13/c1-20-8-12-26-37(4,32(20)31-33(43)36(46)53-35(31)45)15-14-27-38(26,5)28(42)16-29(52-22(3)41)39(27,18-49-30-13-11-25(48-7)21(2)51-30)19-50-34(44)24-10-9-23(40-24)17-47-6/h8-10,21,25-30,32,35,40,42-43,45H,11-19H2,1-7H3
InChI Key SHKVUNNZVXNHSR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H55NO13
Molecular Weight 745.90 g/mol
Exact Mass 745.36734081 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [2-acetyloxy-8-(2,4-dihydroxy-5-oxo-2H-furan-3-yl)-4-hydroxy-1-[(5-methoxy-6-methyloxan-2-yl)oxymethyl]-4a,7,8a-trimethyl-3,4,4b,5,8,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl 5-(methoxymethyl)-1H-pyrrole-2-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9330 93.30%
Caco-2 - 0.8513 85.13%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4940 49.40%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8198 81.98%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9663 96.63%
P-glycoprotein inhibitior + 0.8022 80.22%
P-glycoprotein substrate + 0.7430 74.30%
CYP3A4 substrate + 0.7552 75.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8763 87.63%
CYP3A4 inhibition - 0.6555 65.55%
CYP2C9 inhibition - 0.8249 82.49%
CYP2C19 inhibition - 0.8178 81.78%
CYP2D6 inhibition - 0.9156 91.56%
CYP1A2 inhibition - 0.7888 78.88%
CYP2C8 inhibition + 0.8052 80.52%
CYP inhibitory promiscuity - 0.6863 68.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4759 47.59%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.7230 72.30%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4802 48.02%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.8569 85.69%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8503 85.03%
Acute Oral Toxicity (c) III 0.3977 39.77%
Estrogen receptor binding + 0.8281 82.81%
Androgen receptor binding + 0.7240 72.40%
Thyroid receptor binding - 0.4939 49.39%
Glucocorticoid receptor binding + 0.7633 76.33%
Aromatase binding + 0.6845 68.45%
PPAR gamma + 0.7890 78.90%
Honey bee toxicity - 0.6471 64.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8429 84.29%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.46% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.48% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 95.53% 94.75%
CHEMBL2581 P07339 Cathepsin D 95.05% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.97% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.62% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.12% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.93% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.39% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.35% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.72% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.16% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.98% 100.00%
CHEMBL5028 O14672 ADAM10 84.44% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.94% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.26% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 82.28% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.92% 95.89%
CHEMBL255 P29275 Adenosine A2b receptor 81.86% 98.59%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.49% 88.84%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.88% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.84% 85.14%
CHEMBL2535 P11166 Glucose transporter 80.03% 98.75%

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 75972085
LOTUS LTS0262305
wikiData Q104197306