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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aS,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,8-bis(hydroxymethyl)-5b,8,11a-trimethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-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

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Internal ID 2730f307-d4b3-49d2-a853-2ed313c00001
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aS,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,8-bis(hydroxymethyl)-5b,8,11a-trimethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)CO)C)(C)CO)O)C)C(=C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6CC[C@@H]7[C@]8(CC[C@@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)CO)C)(C)CO)O)C)C(=C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C48H78O19/c1-21(2)23-9-14-47(15-16-48(20-51)24(30(23)47)7-8-28-44(4)12-11-29(52)45(5,19-50)27(44)10-13-46(28,48)6)43(61)67-42-37(59)34(56)32(54)26(65-42)18-62-40-38(60)35(57)39(25(17-49)64-40)66-41-36(58)33(55)31(53)22(3)63-41/h22-42,49-60H,1,7-20H2,2-6H3/t22-,23-,24+,25+,26+,27+,28+,29-,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,40+,41-,42-,44-,45-,46+,47-,48-/m0/s1
InChI Key ZFMQTIIBFLOBCK-YMVZIHOTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O19
Molecular Weight 959.10 g/mol
Exact Mass 958.51373025 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -1.03
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aS,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,8-bis(hydroxymethyl)-5b,8,11a-trimethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6980 69.80%
Caco-2 - 0.8844 88.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7315 73.15%
OATP2B1 inhibitior - 0.8762 87.62%
OATP1B1 inhibitior + 0.8666 86.66%
OATP1B3 inhibitior + 0.8452 84.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.7888 78.88%
P-glycoprotein inhibitior + 0.7376 73.76%
P-glycoprotein substrate + 0.5747 57.47%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9279 92.79%
CYP2C9 inhibition - 0.9079 90.79%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.9472 94.72%
CYP1A2 inhibition - 0.9055 90.55%
CYP2C8 inhibition + 0.7430 74.30%
CYP inhibitory promiscuity - 0.9594 95.94%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6772 67.72%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9060 90.60%
Skin irritation + 0.5344 53.44%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7535 75.35%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7584 75.84%
skin sensitisation - 0.9117 91.17%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8667 86.67%
Acute Oral Toxicity (c) I 0.5670 56.70%
Estrogen receptor binding + 0.8421 84.21%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding - 0.5308 53.08%
Glucocorticoid receptor binding + 0.6586 65.86%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.7968 79.68%
Honey bee toxicity - 0.5911 59.11%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9592 95.92%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL233 P35372 Mu opioid receptor 96.11% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.21% 96.61%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.44% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 94.25% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.21% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.94% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.83% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.72% 92.86%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 91.55% 96.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.75% 81.11%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.25% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.40% 86.33%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.66% 97.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.64% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.80% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 87.74% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.25% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.21% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.92% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.17% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.17% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.79% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.61% 91.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.39% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.11% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.80% 95.89%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.71% 85.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.39% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.27% 98.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.50% 100.00%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 82.43% 91.83%
CHEMBL237 P41145 Kappa opioid receptor 82.38% 98.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.83% 96.90%
CHEMBL5028 O14672 ADAM10 81.55% 97.50%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.39% 97.53%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.15% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.96% 95.71%
CHEMBL1871 P10275 Androgen Receptor 80.72% 96.43%
CHEMBL340 P08684 Cytochrome P450 3A4 80.64% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162916189
LOTUS LTS0248384
wikiData Q105374357