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[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aS,13R,14bS)-13-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 9f6c72d8-c4b8-4891-a174-0a60606a93b2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aS,13R,14bS)-13-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)OC)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2[C@@H](C=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)OC)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C43H70O14/c1-38(2)13-15-43(37(52)57-36-33(51)31(49)29(47)25(20-45)55-36)16-14-41(6)21(22(43)18-38)17-23(53-8)34-40(5)11-10-27(39(3,4)26(40)9-12-42(34,41)7)56-35-32(50)30(48)28(46)24(19-44)54-35/h17,22-36,44-51H,9-16,18-20H2,1-8H3/t22-,23+,24+,25+,26-,27-,28+,29+,30-,31-,32+,33+,34+,35-,36-,40-,41+,42+,43-/m0/s1
InChI Key FWKOUSAJSROWOP-CHBFVJHWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H70O14
Molecular Weight 811.00 g/mol
Exact Mass 810.47655690 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 1.94
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aS,13R,14bS)-13-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.7359 73.59%
Caco-2 - 0.8793 87.93%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8592 85.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7315 73.15%
OATP1B3 inhibitior - 0.4443 44.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.4563 45.63%
P-glycoprotein inhibitior + 0.7582 75.82%
P-glycoprotein substrate - 0.8189 81.89%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.9617 96.17%
CYP2C9 inhibition - 0.8779 87.79%
CYP2C19 inhibition - 0.8808 88.08%
CYP2D6 inhibition - 0.9414 94.14%
CYP1A2 inhibition - 0.8767 87.67%
CYP2C8 inhibition + 0.5632 56.32%
CYP inhibitory promiscuity - 0.9504 95.04%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.6873 68.73%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6467 64.67%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8749 87.49%
skin sensitisation - 0.8892 88.92%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.8683 86.83%
Acute Oral Toxicity (c) III 0.7345 73.45%
Estrogen receptor binding + 0.6993 69.93%
Androgen receptor binding + 0.7308 73.08%
Thyroid receptor binding - 0.5827 58.27%
Glucocorticoid receptor binding + 0.6446 64.46%
Aromatase binding + 0.6239 62.39%
PPAR gamma + 0.7324 73.24%
Honey bee toxicity - 0.6856 68.56%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6455 64.55%
Fish aquatic toxicity + 0.9263 92.63%

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 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.22% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.53% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 86.55% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.37% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.73% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.78% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.73% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.57% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.43% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.38% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.45% 92.94%

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.
Eleutherococcus hypoleucus

Cross-Links

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PubChem 53821992
LOTUS LTS0041377
wikiData Q105003336