PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5S,6R)-2-[(4R,6R)-6-[(3S,7S,8R,9S,10S,13R,14S,17R)-3-hydroxy-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-en-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 09cfad09-ae2a-4bbc-ad53-e0f563366dea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(4R,6R)-6-[(3S,7S,8R,9S,10S,13R,14S,17R)-3-hydroxy-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-en-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H62O8/c1-20(2)16-22(44-33-31(42)30(41)29(40)27(19-38)45-33)17-21(3)23-12-13-37(8)32-26(43-9)18-25-24(10-11-28(39)34(25,4)5)35(32,6)14-15-36(23,37)7/h16,18,21-24,26-33,38-42H,10-15,17,19H2,1-9H3/t21-,22+,23-,24-,26+,27-,28+,29-,30+,31-,32-,33-,35+,36-,37+/m1/s1
InChI Key XKIOBGLXHAQKNC-PHOJCWMJSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H62O8
Molecular Weight 634.90 g/mol
Exact Mass 634.44446893 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.75
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5S,6R)-2-[(4R,6R)-6-[(3S,7S,8R,9S,10S,13R,14S,17R)-3-hydroxy-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-en-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8480 84.80%
Caco-2 - 0.8382 83.82%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7567 75.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8015 80.15%
OATP1B3 inhibitior + 0.8473 84.73%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior - 0.5113 51.13%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate + 0.5122 51.22%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.8820 88.20%
CYP2C9 inhibition - 0.8058 80.58%
CYP2C19 inhibition - 0.8654 86.54%
CYP2D6 inhibition - 0.9295 92.95%
CYP1A2 inhibition - 0.8304 83.04%
CYP2C8 inhibition + 0.6238 62.38%
CYP inhibitory promiscuity - 0.9026 90.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6888 68.88%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9253 92.53%
Skin irritation - 0.5859 58.59%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8138 81.38%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6598 65.98%
skin sensitisation - 0.8949 89.49%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8528 85.28%
Acute Oral Toxicity (c) III 0.4973 49.73%
Estrogen receptor binding + 0.6452 64.52%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding - 0.5343 53.43%
Glucocorticoid receptor binding + 0.7089 70.89%
Aromatase binding + 0.6866 68.66%
PPAR gamma + 0.6500 65.00%
Honey bee toxicity - 0.6636 66.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7455 74.55%
Fish aquatic toxicity + 0.9070 90.70%

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 99.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.10% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.53% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.50% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.47% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.38% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.14% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.89% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.37% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.38% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.32% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.95% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.07% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.06% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.52% 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.
Momordica charantia

Cross-Links

Top
PubChem 134157950
LOTUS LTS0079443
wikiData Q105329494