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

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Internal ID 1c03ab65-66e2-4c0f-86f0-87144afaee0c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)O
SMILES (Isomeric) CC(=C)[C@H](CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)O
InChI InChI=1S/C53H90O23/c1-22(2)24(56)10-16-53(8,76-47-43(68)39(64)37(62)29(73-47)21-70-45-41(66)34(59)26(58)20-69-45)23-9-14-52(7)33(23)25(57)17-31-50(5)13-12-32(49(3,4)30(50)11-15-51(31,52)6)74-48-44(40(65)36(61)28(19-55)72-48)75-46-42(67)38(63)35(60)27(18-54)71-46/h23-48,54-68H,1,9-21H2,2-8H3/t23-,24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1
InChI Key WYDXNORWTMCOBI-BSINIAIQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O23
Molecular Weight 1095.30 g/mol
Exact Mass 1094.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6672 66.72%
Caco-2 - 0.9064 90.64%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6775 67.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8211 82.11%
OATP1B3 inhibitior + 0.8181 81.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7782 77.82%
P-glycoprotein inhibitior + 0.7496 74.96%
P-glycoprotein substrate + 0.5366 53.66%
CYP3A4 substrate + 0.7454 74.54%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8423 84.23%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6916 69.16%
CYP inhibitory promiscuity - 0.9433 94.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6676 66.76%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8300 83.00%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5828 58.28%
skin sensitisation - 0.8862 88.62%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8344 83.44%
Acute Oral Toxicity (c) I 0.5121 51.21%
Estrogen receptor binding + 0.7790 77.90%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5272 52.72%
Glucocorticoid receptor binding + 0.7002 70.02%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.7761 77.61%
Honey bee toxicity - 0.5533 55.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9570 95.70%

Targets

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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 99.36% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.61% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.46% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.92% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.10% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.16% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.05% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.81% 92.86%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.52% 82.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.56% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.56% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 89.51% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.34% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.25% 95.58%
CHEMBL237 P41145 Kappa opioid receptor 89.18% 98.10%
CHEMBL226 P30542 Adenosine A1 receptor 88.76% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.31% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.93% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.55% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.47% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.08% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 86.38% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.32% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.26% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 85.04% 93.18%
CHEMBL1871 P10275 Androgen Receptor 83.66% 96.43%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.59% 97.86%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 83.42% 87.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.36% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.97% 95.83%
CHEMBL5028 O14672 ADAM10 82.59% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.17% 96.90%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.79% 97.36%
CHEMBL206 P03372 Estrogen receptor alpha 81.39% 97.64%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.64% 92.88%

Plants that contains it

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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.
Gynostemma pentaphyllum

Cross-Links

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PubChem 162944292
LOTUS LTS0157180
wikiData Q105322108