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3,4,5-Trihydroxy-6-[[8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbutanoyloxy)-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-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 4b9e4f76-d6d7-4d0c-9973-e93865ba5f63
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3,4,5-trihydroxy-6-[[8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbutanoyloxy)-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical) CCC(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)CO)OC(=O)C(=CC)C
SMILES (Isomeric) CCC(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)CO)OC(=O)C(=CC)C
InChI InChI=1S/C46H72O14/c1-11-23(3)38(55)59-35-36(60-39(56)24(4)12-2)46(22-48)26(19-41(35,5)6)25-13-14-28-42(7)17-16-30(57-40-33(52)31(50)32(51)34(58-40)37(53)54)43(8,21-47)27(42)15-18-44(28,9)45(25,10)20-29(46)49/h12-13,23,26-36,40,47-52H,11,14-22H2,1-10H3,(H,53,54)
InChI Key WPZJXQZFEHZXEX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H72O14
Molecular Weight 849.10 g/mol
Exact Mass 848.49220697 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 4.06
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4,5-Trihydroxy-6-[[8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbutanoyloxy)-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-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 + 0.8818 88.18%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8572 85.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8225 82.25%
OATP1B3 inhibitior - 0.3083 30.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.7711 77.11%
P-glycoprotein inhibitior + 0.7749 77.49%
P-glycoprotein substrate + 0.5582 55.82%
CYP3A4 substrate + 0.7303 73.03%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.5782 57.82%
CYP2C9 inhibition - 0.8180 81.80%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.7673 76.73%
CYP inhibitory promiscuity - 0.9365 93.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6744 67.44%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.5694 56.94%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.7334 73.34%
Human Ether-a-go-go-Related Gene inhibition - 0.3710 37.10%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7301 73.01%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5083 50.83%
Acute Oral Toxicity (c) III 0.7595 75.95%
Estrogen receptor binding + 0.7734 77.34%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding - 0.5111 51.11%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.6527 65.27%
PPAR gamma + 0.7985 79.85%
Honey bee toxicity - 0.7068 70.68%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9763 97.63%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.94% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 96.40% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.59% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.13% 95.56%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.98% 91.65%
CHEMBL2581 P07339 Cathepsin D 89.94% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.56% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.62% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.21% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.07% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.73% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.51% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 85.03% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.66% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.55% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.46% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.42% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.76% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.48% 95.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.08% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.89% 97.09%
CHEMBL5028 O14672 ADAM10 82.09% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.07% 97.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.94% 89.34%

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 162856511
LOTUS LTS0201214
wikiData Q105310279