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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4,5-bis[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy]oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

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 7e78f575-41e4-4614-a781-f7a4094fc353
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4,5-bis[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy]oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)(C)C)O)O)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(CO1)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]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@@H]6[C@]7(CC[C@@H](C([C@@H]7CC[C@]6([C@@]5(C[C@H]4O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
InChI InChI=1S/C57H90O26/c1-22-41(79-46-37(67)32(62)25(58)19-74-46)42(80-47-38(68)33(63)26(59)20-75-47)40(70)49(77-22)82-44-34(64)27(60)21-76-50(44)83-51(73)57-16-15-52(2,3)17-24(57)23-9-10-29-54(6)13-12-31(78-48-39(69)35(65)36(66)43(81-48)45(71)72)53(4,5)28(54)11-14-55(29,7)56(23,8)18-30(57)61/h9,22,24-44,46-50,58-70H,10-21H2,1-8H3,(H,71,72)/t22-,24-,25+,26+,27-,28-,29+,30+,31-,32-,33-,34-,35-,36-,37+,38+,39+,40+,41-,42-,43-,44+,46-,47-,48+,49-,50-,54-,55+,56+,57+/m0/s1
InChI Key LDNMEYLMVAGICN-ZGRBDBLJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C57H90O26
Molecular Weight 1191.30 g/mol
Exact Mass 1190.57203297 g/mol
Topological Polar Surface Area (TPSA) 410.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -2.20
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4,5-bis[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy]oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8225 82.25%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8714 87.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4145 41.45%
OATP1B3 inhibitior - 0.2615 26.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.9598 95.98%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate - 0.5177 51.77%
CYP3A4 substrate + 0.7372 73.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.9163 91.63%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7563 75.63%
CYP inhibitory promiscuity - 0.9829 98.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.5887 58.87%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7616 76.16%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7944 79.44%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9358 93.58%
Acute Oral Toxicity (c) III 0.6362 63.62%
Estrogen receptor binding + 0.7778 77.78%
Androgen receptor binding + 0.7396 73.96%
Thyroid receptor binding + 0.5931 59.31%
Glucocorticoid receptor binding + 0.7909 79.09%
Aromatase binding + 0.6661 66.61%
PPAR gamma + 0.8379 83.79%
Honey bee toxicity - 0.6711 67.11%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9756 97.56%

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 96.80% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.58% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.45% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.93% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.72% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.45% 89.00%
CHEMBL5028 O14672 ADAM10 85.07% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.29% 91.19%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.31% 89.44%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.62% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 80.20% 94.75%

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.
Cucurbita foetidissima

Cross-Links

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PubChem 102333226
LOTUS LTS0266906
wikiData Q105150287