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6-[[10-Benzoyloxy-8-hydroxy-8a-(hydroxymethyl)-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 cc159790-2d82-45c0-bfb0-77741291dc05
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-benzoyloxy-8-hydroxy-8a-(hydroxymethyl)-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) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1OC(=O)C6=CC=CC=C6)CO)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C
SMILES (Isomeric) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1OC(=O)C6=CC=CC=C6)CO)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C
InChI InChI=1S/C43H62O11/c1-38(2)19-25-24-13-14-27-40(5)17-16-29(53-37-33(48)31(46)32(47)34(54-37)35(49)50)39(3,4)26(40)15-18-41(27,6)42(24,7)20-28(45)43(25,22-44)21-30(38)52-36(51)23-11-9-8-10-12-23/h8-13,25-34,37,44-48H,14-22H2,1-7H3,(H,49,50)
InChI Key MPDRISVBMYVSPT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H62O11
Molecular Weight 754.90 g/mol
Exact Mass 754.42921279 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[10-Benzoyloxy-8-hydroxy-8a-(hydroxymethyl)-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 + 0.8880 88.80%
Caco-2 - 0.8653 86.53%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8568 85.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7951 79.51%
OATP1B3 inhibitior - 0.3527 35.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5818 58.18%
BSEP inhibitior + 0.7893 78.93%
P-glycoprotein inhibitior + 0.7695 76.95%
P-glycoprotein substrate - 0.6446 64.46%
CYP3A4 substrate + 0.7305 73.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition + 0.5436 54.36%
CYP2C9 inhibition - 0.7634 76.34%
CYP2C19 inhibition - 0.8384 83.84%
CYP2D6 inhibition - 0.9216 92.16%
CYP1A2 inhibition - 0.6766 67.66%
CYP2C8 inhibition + 0.8361 83.61%
CYP inhibitory promiscuity - 0.9216 92.16%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7052 70.52%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.5918 59.18%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6924 69.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7529 75.29%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7634 76.34%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7835 78.35%
Acute Oral Toxicity (c) III 0.7364 73.64%
Estrogen receptor binding + 0.7443 74.43%
Androgen receptor binding + 0.7409 74.09%
Thyroid receptor binding + 0.5166 51.66%
Glucocorticoid receptor binding + 0.7450 74.50%
Aromatase binding + 0.6455 64.55%
PPAR gamma + 0.7600 76.00%
Honey bee toxicity - 0.7450 74.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9884 98.84%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.21% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.19% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.72% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.12% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.95% 98.95%
CHEMBL5028 O14672 ADAM10 88.99% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.15% 96.95%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.13% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.52% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 85.64% 92.98%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.55% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.92% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.66% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.35% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.11% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.98% 94.08%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.45% 93.99%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.10% 94.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.00% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.96% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.77% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.24% 97.14%

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 78407255
LOTUS LTS0216110
wikiData Q105169425