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6-[[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]-3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 7755db3d-c0b4-4c01-9096-8fa9a64d086a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[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]-3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1)O)CO)O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C
SMILES (Isomeric) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1)O)CO)O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C
InChI InChI=1S/C42H68O16/c1-37(2)13-20-19-7-8-23-38(3)11-10-26(39(4,17-44)22(38)9-12-40(23,5)41(19,6)15-25(47)42(20,18-45)24(46)14-37)56-36-31(52)32(30(51)33(58-36)34(53)54)57-35-29(50)28(49)27(48)21(16-43)55-35/h7,20-33,35-36,43-52H,8-18H2,1-6H3,(H,53,54)
InChI Key OGVAIPVQMTVULE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O16
Molecular Weight 829.00 g/mol
Exact Mass 828.45073608 g/mol
Topological Polar Surface Area (TPSA) 277.00 Ų
XlogP 1.60
Atomic LogP (AlogP) -0.20
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[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]-3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 + 0.7891 78.91%
Caco-2 - 0.8929 89.29%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8329 83.29%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.5424 54.24%
P-glycoprotein inhibitior + 0.7474 74.74%
P-glycoprotein substrate - 0.7428 74.28%
CYP3A4 substrate + 0.7115 71.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7121 71.21%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8695 86.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7540 75.40%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.5538 55.38%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7555 75.55%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding - 0.6269 62.69%
Glucocorticoid receptor binding + 0.6382 63.82%
Aromatase binding + 0.6473 64.73%
PPAR gamma + 0.7345 73.45%
Honey bee toxicity - 0.7440 74.40%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9411 94.11%

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 96.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.76% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.52% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.83% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.99% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.84% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.66% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.33% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.32% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.97% 96.21%
CHEMBL5028 O14672 ADAM10 83.72% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.61% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.05% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.76% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.53% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.51% 99.17%

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 85271110
LOTUS LTS0004957
wikiData Q105191877