PlantaeDB Logo
Login Sign-up

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,8R,9R,10S,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(2S,3S,4S,5S)-3,4,5-trihydroxy-6-methylheptan-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]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 d9a56a64-ada5-40a9-9c0c-ee28011d9ade
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,8R,9R,10S,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(2S,3S,4S,5S)-3,4,5-trihydroxy-6-methylheptan-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC(C)C(C(C(C(C)C1CCC2(C1(CCC3(C2CC=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)C)O)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)C)[C@@H]([C@H]([C@H](C(C)C)O)O)O
InChI InChI=1S/C42H72O14/c1-19(2)28(44)32(48)29(45)20(3)21-13-14-42(8)26-11-9-22-23(40(26,6)15-16-41(21,42)7)10-12-27(39(22,4)5)56-38-36(52)34(50)31(47)25(55-38)18-53-37-35(51)33(49)30(46)24(17-43)54-37/h9,19-21,23-38,43-52H,10-18H2,1-8H3/t20-,21+,23+,24+,25+,26+,27-,28-,29-,30+,31+,32-,33-,34-,35+,36+,37+,38-,40-,41+,42-/m0/s1
InChI Key JHYSOJPUMPRBPS-QHKIZTEGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 0.98
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7122 71.22%
Caco-2 - 0.8820 88.20%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8033 80.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8440 84.40%
OATP1B3 inhibitior - 0.3092 30.92%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5072 50.72%
P-glycoprotein inhibitior + 0.7387 73.87%
P-glycoprotein substrate - 0.6141 61.41%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9631 96.31%
CYP2C9 inhibition - 0.8699 86.99%
CYP2C19 inhibition - 0.9059 90.59%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.8883 88.83%
CYP2C8 inhibition + 0.6027 60.27%
CYP inhibitory promiscuity - 0.9012 90.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.6298 62.98%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8062 80.62%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7959 79.59%
skin sensitisation - 0.9020 90.20%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.7804 78.04%
Acute Oral Toxicity (c) III 0.6471 64.71%
Estrogen receptor binding + 0.7954 79.54%
Androgen receptor binding + 0.7101 71.01%
Thyroid receptor binding - 0.5492 54.92%
Glucocorticoid receptor binding + 0.5744 57.44%
Aromatase binding + 0.6451 64.51%
PPAR gamma + 0.7357 73.57%
Honey bee toxicity - 0.7485 74.85%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9499 94.99%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.86% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.22% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.99% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL4208 P20618 Proteasome component C5 88.03% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.77% 96.61%
CHEMBL2581 P07339 Cathepsin D 87.58% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 87.42% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.56% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.98% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.20% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.77% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.46% 86.33%
CHEMBL1977 P11473 Vitamin D receptor 81.20% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.89% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.83% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.64% 97.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.41% 98.05%

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 163073973
LOTUS LTS0005656
wikiData Q105128771