PlantaeDB Logo
Login Sign-up

[(E,6S)-6-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate

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 524d31ba-fbe0-4937-b89f-34eae1bf71e7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(E,6S)-6-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H60O11/c1-19(23(41)12-13-34(3,4)49-20(2)40)28-24(42)17-38(9)27-11-10-21-22(36(27,7)14-15-37(28,38)8)16-25(32(46)35(21,5)6)47-33-31(45)30(44)29(43)26(18-39)48-33/h10,12-13,19,22,24-33,39,42-46H,11,14-18H2,1-9H3/b13-12+/t19-,22-,24-,25+,26-,27-,28+,29-,30+,31-,32+,33-,36+,37-,38+/m1/s1
InChI Key AVRXZXZBXIWFEZ-UXXVUFARSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H60O11
Molecular Weight 692.90 g/mol
Exact Mass 692.41356273 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(E,6S)-6-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8868 88.68%
Caco-2 - 0.8640 86.40%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8704 87.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8214 82.14%
OATP1B3 inhibitior + 0.8029 80.29%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5600 56.00%
BSEP inhibitior + 0.7727 77.27%
P-glycoprotein inhibitior + 0.7512 75.12%
P-glycoprotein substrate + 0.5227 52.27%
CYP3A4 substrate + 0.7206 72.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.7708 77.08%
CYP2C9 inhibition - 0.7891 78.91%
CYP2C19 inhibition - 0.9175 91.75%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.8441 84.41%
CYP2C8 inhibition + 0.6267 62.67%
CYP inhibitory promiscuity - 0.9293 92.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9192 91.92%
Skin irritation + 0.5434 54.34%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6927 69.27%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6772 67.72%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8139 81.39%
Acute Oral Toxicity (c) III 0.6943 69.43%
Estrogen receptor binding + 0.6957 69.57%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding - 0.5358 53.58%
Glucocorticoid receptor binding + 0.7596 75.96%
Aromatase binding + 0.7106 71.06%
PPAR gamma + 0.7251 72.51%
Honey bee toxicity - 0.6483 64.83%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9750 97.50%

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 98.28% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.07% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.75% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.16% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.55% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.68% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.36% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.24% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.56% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.93% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.88% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.40% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.49% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.44% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.22% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.10% 91.19%

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.
Neopicrorhiza scrophulariiflora

Cross-Links

Top
PubChem 101407461
LOTUS LTS0150880
wikiData Q104919766