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(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-10-benzoyloxy-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-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 7f0a8a04-ce44-4b5d-8599-c53a868cd054
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-10-benzoyloxy-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-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) CC(=O)OCC12C(CC(C(C1O)OC(=O)C3=CC=CC=C3)(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC2O)C)C)(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)O)C
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)C)C)[C@@H]1CC([C@H]([C@@H]2O)OC(=O)C7=CC=CC=C7)(C)C)C)O
InChI InChI=1S/C45H64O14/c1-23(47)56-22-45-26(19-40(2,3)36(35(45)52)59-38(55)24-11-9-8-10-12-24)25-13-14-28-41(4)17-16-30(57-39-33(51)31(49)32(50)34(58-39)37(53)54)42(5,21-46)27(41)15-18-43(28,6)44(25,7)20-29(45)48/h8-13,26-36,39,46,48-52H,14-22H2,1-7H3,(H,53,54)/t26-,27+,28+,29-,30-,31-,32-,33+,34-,35-,36-,39+,41-,42-,43+,44+,45-/m0/s1
InChI Key PVCYNNSXVDSKLU-QLNODMLJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H64O14
Molecular Weight 829.00 g/mol
Exact Mass 828.42960671 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 8

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,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-10-benzoyloxy-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-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 + 0.8431 84.31%
Caco-2 - 0.8671 86.71%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8558 85.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8244 82.44%
OATP1B3 inhibitior - 0.3710 37.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.8618 86.18%
P-glycoprotein inhibitior + 0.7681 76.81%
P-glycoprotein substrate + 0.5492 54.92%
CYP3A4 substrate + 0.7314 73.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8845 88.45%
CYP3A4 inhibition - 0.6000 60.00%
CYP2C9 inhibition - 0.8053 80.53%
CYP2C19 inhibition - 0.8311 83.11%
CYP2D6 inhibition - 0.9254 92.54%
CYP1A2 inhibition - 0.7400 74.00%
CYP2C8 inhibition + 0.8532 85.32%
CYP inhibitory promiscuity - 0.9429 94.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6865 68.65%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.6431 64.31%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6295 62.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7400 74.00%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7819 78.19%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4936 49.36%
Acute Oral Toxicity (c) III 0.7583 75.83%
Estrogen receptor binding + 0.7712 77.12%
Androgen receptor binding + 0.7511 75.11%
Thyroid receptor binding + 0.5421 54.21%
Glucocorticoid receptor binding + 0.7751 77.51%
Aromatase binding + 0.6197 61.97%
PPAR gamma + 0.8036 80.36%
Honey bee toxicity - 0.7276 72.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9853 98.53%

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
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 96.95% 91.65%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.67% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 95.57% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.22% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.06% 91.11%
CHEMBL5028 O14672 ADAM10 90.67% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.55% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.10% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.18% 91.07%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.73% 89.44%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.31% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.30% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.58% 99.23%
CHEMBL4302 P08183 P-glycoprotein 1 83.82% 92.98%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.36% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.64% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.26% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.93% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.61% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.17% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.47% 92.62%

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.
Gymnema sylvestre

Cross-Links

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PubChem 101933150
LOTUS LTS0109005
wikiData Q105215398