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6-[[10-Benzoyloxy-8,9-dihydroxy-4,8a-bis(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 2c30d6a0-8f26-4300-bf56-ed1c608d6051
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-benzoyloxy-8,9-dihydroxy-4,8a-bis(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) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1OC(=O)C6=CC=CC=C6)O)CO)O)C)C)(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C
SMILES (Isomeric) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1OC(=O)C6=CC=CC=C6)O)CO)O)C)C)(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C
InChI InChI=1S/C43H62O13/c1-38(2)18-24-23-12-13-26-39(3)16-15-28(54-37-31(49)29(47)30(48)32(55-37)35(51)52)40(4,20-44)25(39)14-17-41(26,5)42(23,6)19-27(46)43(24,21-45)33(50)34(38)56-36(53)22-10-8-7-9-11-22/h7-12,24-34,37,44-50H,13-21H2,1-6H3,(H,51,52)
InChI Key IAOWJNXFFRKZKB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H62O13
Molecular Weight 786.90 g/mol
Exact Mass 786.41904203 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[10-Benzoyloxy-8,9-dihydroxy-4,8a-bis(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 - 0.8699 86.99%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8558 85.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8414 84.14%
OATP1B3 inhibitior - 0.3710 37.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.7485 74.85%
P-glycoprotein inhibitior + 0.7605 76.05%
P-glycoprotein substrate - 0.5582 55.82%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
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 + 0.8507 85.07%
CYP inhibitory promiscuity - 0.9429 94.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6865 68.65%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.6431 64.31%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6895 68.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7922 79.22%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8035 80.35%
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 + 0.5205 52.05%
Acute Oral Toxicity (c) III 0.7583 75.83%
Estrogen receptor binding + 0.7533 75.33%
Androgen receptor binding + 0.7466 74.66%
Thyroid receptor binding + 0.5140 51.40%
Glucocorticoid receptor binding + 0.7282 72.82%
Aromatase binding + 0.6211 62.11%
PPAR gamma + 0.7656 76.56%
Honey bee toxicity - 0.7534 75.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 95.70% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.92% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.98% 95.56%
CHEMBL4302 P08183 P-glycoprotein 1 90.83% 92.98%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.66% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.62% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.00% 95.89%
CHEMBL5028 O14672 ADAM10 88.41% 97.50%
CHEMBL2581 P07339 Cathepsin D 87.34% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.68% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.00% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.80% 97.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.59% 91.65%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.18% 99.17%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.38% 89.44%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.22% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.87% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.36% 100.00%

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 162992861
LOTUS LTS0145131
wikiData Q105036214