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(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-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 5c08761c-42c6-43b3-91c9-43d74fbcb49f
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,9S,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-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=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C)O)CO)(C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1CC(C[C@@H]2[C@]1([C@H](C[C@@]3(C2=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)O)CO)(C)C
InChI InChI=1S/C41H64O12/c1-9-21(2)34(50)51-28-18-36(3,4)16-23-22-10-11-25-37(5)14-13-27(52-35-31(47)29(45)30(46)32(53-35)33(48)49)38(6,19-42)24(37)12-15-39(25,7)40(22,8)17-26(44)41(23,28)20-43/h9-10,23-32,35,42-47H,11-20H2,1-8H3,(H,48,49)/b21-9+/t23-,24+,25+,26-,27-,28-,29-,30-,31+,32-,35+,37-,38-,39+,40+,41-/m0/s1
InChI Key MPEBNLCBBCTOHQ-CQGXYNFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O12
Molecular Weight 748.90 g/mol
Exact Mass 748.43977747 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 7

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,9S,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-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 + 0.8010 80.10%
Caco-2 - 0.8655 86.55%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8748 87.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8300 83.00%
OATP1B3 inhibitior - 0.3922 39.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.5672 56.72%
P-glycoprotein inhibitior + 0.7916 79.16%
P-glycoprotein substrate - 0.6378 63.78%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.7914 79.14%
CYP2C9 inhibition - 0.8443 84.43%
CYP2C19 inhibition - 0.8871 88.71%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8403 84.03%
CYP2C8 inhibition + 0.7270 72.70%
CYP inhibitory promiscuity - 0.9631 96.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6861 68.61%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.6003 60.03%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.8248 82.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6472 64.72%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8319 83.19%
skin sensitisation - 0.8982 89.82%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5469 54.69%
Acute Oral Toxicity (c) III 0.8021 80.21%
Estrogen receptor binding + 0.6941 69.41%
Androgen receptor binding + 0.7398 73.98%
Thyroid receptor binding - 0.5462 54.62%
Glucocorticoid receptor binding + 0.7378 73.78%
Aromatase binding + 0.6508 65.08%
PPAR gamma + 0.7412 74.12%
Honey bee toxicity - 0.7359 73.59%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9649 96.49%

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 95.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.58% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.57% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.26% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.70% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.71% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.81% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.49% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.65% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.53% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.82% 100.00%
CHEMBL5028 O14672 ADAM10 83.55% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.08% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.48% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.62% 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 101689883
LOTUS LTS0113962
wikiData Q105169446