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[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-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 6c50bdff-97bf-47d4-a2fd-4dd78188afa5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC(=O)C6C(C(C(C(O6)O)O)O)O)C)C)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]2CC=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)C)(C)CO)OC(=O)[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)O)O)O)O
InChI InChI=1S/C42H66O15/c1-37(2)13-15-42(36(53)57-35-31(50)27(46)26(45)22(18-43)54-35)16-14-40(5)20(21(42)17-37)7-8-24-38(3)11-10-25(39(4,19-44)23(38)9-12-41(24,40)6)55-34(52)32-29(48)28(47)30(49)33(51)56-32/h7,21-33,35,43-51H,8-19H2,1-6H3/t21-,22-,23-,24-,25+,26-,27+,28+,29+,30-,31-,32+,33-,35+,38+,39-,40-,41-,42+/m1/s1
InChI Key WUIHLCFQAABZCT-LDOBIYTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7181 71.81%
Caco-2 - 0.8790 87.90%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8189 81.89%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7535 75.35%
P-glycoprotein substrate - 0.7232 72.32%
CYP3A4 substrate + 0.7205 72.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.7075 70.75%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6562 65.62%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6491 64.91%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7458 74.58%
Androgen receptor binding + 0.7353 73.53%
Thyroid receptor binding - 0.6094 60.94%
Glucocorticoid receptor binding + 0.6967 69.67%
Aromatase binding + 0.6302 63.02%
PPAR gamma + 0.7496 74.96%
Honey bee toxicity - 0.7319 73.19%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.9722 97.22%

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 97.01% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.18% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.90% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.46% 95.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.75% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.47% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.16% 97.25%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.01% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.54% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.53% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.62% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.59% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.63% 96.77%
CHEMBL237 P41145 Kappa opioid receptor 80.56% 98.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.38% 99.17%

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.
Ilex rotunda

Cross-Links

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PubChem 162931258
LOTUS LTS0046254
wikiData Q105313068