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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 071a6d52-9720-43d5-af4a-68978d35eb02
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)C)O)O)O)OC1C(C(C(CO1)OC1C(C(C(CO1)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C)C)C)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O
InChI InChI=1S/C63H102O30/c1-25-36(68)49(91-53-45(77)41(73)32(23-85-53)88-51-44(76)37(69)28(66)20-82-51)48(80)55(86-25)92-50-38(70)29(67)21-83-56(50)90-35-11-12-59(4)33(60(35,5)24-65)10-13-62(7)34(59)9-8-26-27-18-58(2,3)14-16-63(27,17-15-61(26,62)6)57(81)93-54-47(79)43(75)40(72)31(89-54)22-84-52-46(78)42(74)39(71)30(19-64)87-52/h8,25,27-56,64-80H,9-24H2,1-7H3/t25-,27-,28+,29-,30+,31+,32+,33+,34+,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+,46+,47+,48+,49+,50+,51-,52+,53-,54-,55-,56-,59-,60-,61+,62+,63-/m0/s1
InChI Key VRFSCGCBWNOFJU-NKFIHAQBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H102O30
Molecular Weight 1339.50 g/mol
Exact Mass 1338.64559183 g/mol
Topological Polar Surface Area (TPSA) 472.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -4.47
H-Bond Acceptor 30
H-Bond Donor 17
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8731 87.31%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8875 88.75%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9042 90.42%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.5686 56.86%
CYP3A4 substrate + 0.7454 74.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7771 77.71%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7728 77.28%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8361 83.61%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7599 75.99%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding + 0.6255 62.55%
Glucocorticoid receptor binding + 0.7775 77.75%
Aromatase binding + 0.6797 67.97%
PPAR gamma + 0.8148 81.48%
Honey bee toxicity - 0.6466 64.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.9411 94.11%

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 99.00% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.83% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.16% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.02% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.29% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.17% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.03% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.41% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.69% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 86.86% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.25% 95.50%
CHEMBL2581 P07339 Cathepsin D 86.15% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.00% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.67% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.35% 95.56%
CHEMBL5028 O14672 ADAM10 82.65% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.39% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.35% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.27% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.24% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 80.47% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.28% 91.07%

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.
Kalopanax septemlobus

Cross-Links

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PubChem 163063056
LOTUS LTS0171292
wikiData Q105291733