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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,11aR,11bR,13aR,13bR)-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 e0d3ca28-886c-42d9-a324-1ef12a5ea972
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,11aR,11bR,13aR,13bR)-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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)C)C)(C)CO)OC9C(C(C(C(O9)CO)O)O)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(CCC([C@@]([C@@H]8CC[C@]7([C@]6(CC5)C)C)(C)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C(=C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C54H88O23/c1-22(2)24-10-15-54(49(69)77-48-42(67)38(63)35(60)28(74-48)20-70-45-43(68)39(64)44(27(19-56)73-45)76-46-40(65)36(61)33(58)23(3)71-46)17-16-52(6)25(32(24)54)8-9-30-50(4)13-12-31(51(5,21-57)29(50)11-14-53(30,52)7)75-47-41(66)37(62)34(59)26(18-55)72-47/h23-48,55-68H,1,8-21H2,2-7H3/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+,54-/m0/s1
InChI Key SAJIUZSFTKLJCY-HHOKGBSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H88O23
Molecular Weight 1105.30 g/mol
Exact Mass 1104.57163905 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -2.18
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 13

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,11aR,11bR,13aR,13bR)-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.6500 65.00%
Caco-2 - 0.8806 88.06%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7713 77.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8768 87.68%
OATP1B3 inhibitior + 0.8155 81.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7526 75.26%
BSEP inhibitior + 0.8256 82.56%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.5570 55.70%
CYP3A4 substrate + 0.7391 73.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9527 95.27%
CYP2C9 inhibition - 0.9059 90.59%
CYP2C19 inhibition - 0.8980 89.80%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.8816 88.16%
CYP2C8 inhibition + 0.7486 74.86%
CYP inhibitory promiscuity - 0.9276 92.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6833 68.33%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.5278 52.78%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7618 76.18%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9142 91.42%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8600 86.00%
Acute Oral Toxicity (c) I 0.4430 44.30%
Estrogen receptor binding + 0.8228 82.28%
Androgen receptor binding + 0.7598 75.98%
Thyroid receptor binding + 0.5473 54.73%
Glucocorticoid receptor binding + 0.7307 73.07%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.8135 81.35%
Honey bee toxicity - 0.5991 59.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9729 97.29%

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
CHEMBL233 P35372 Mu opioid receptor 95.45% 97.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.66% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.68% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.35% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.42% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.15% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.65% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.90% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.54% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.26% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.10% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.84% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.91% 93.04%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.60% 96.38%
CHEMBL2581 P07339 Cathepsin D 86.68% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.37% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 86.17% 92.50%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 85.46% 91.83%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 85.03% 85.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.82% 94.45%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.71% 97.33%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.60% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.49% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.36% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.63% 94.33%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.26% 97.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.13% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 83.10% 95.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.86% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.49% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.27% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 81.60% 98.10%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.50% 95.83%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.49% 89.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.44% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.10% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.96% 96.77%
CHEMBL5028 O14672 ADAM10 80.57% 97.50%

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.
Oplopanax elatus

Cross-Links

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PubChem 101778160
NPASS NPC171499