3,4,5-trihydroxy-6-[[4-(hydroxymethyl)-4,6a,6b,11,12,14b-hexamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]oxane-2-carboxylic acid

Details

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Internal ID b7302793-9b88-4752-946e-948d87c2f3cd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3,4,5-trihydroxy-6-[[4-(hydroxymethyl)-4,6a,6b,11,12,14b-hexamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C2C1C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C2C1C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
InChI InChI=1S/C42H66O15/c1-19-9-14-42(37(53)57-35-31(49)28(46)27(45)22(17-43)54-35)16-15-40(5)21(26(42)20(19)2)7-8-24-38(3)12-11-25(39(4,18-44)23(38)10-13-41(24,40)6)55-36-32(50)29(47)30(48)33(56-36)34(51)52/h7,19-20,22-33,35-36,43-50H,8-18H2,1-6H3,(H,51,52)
InChI Key UHQNVKKALWJDQL-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4,5-trihydroxy-6-[[4-(hydroxymethyl)-4,6a,6b,11,12,14b-hexamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-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 + 0.6512 65.12%
Caco-2 - 0.8863 88.63%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 0.8735 87.35%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior - 0.3733 37.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5452 54.52%
BSEP inhibitior - 0.5115 51.15%
P-glycoprotein inhibitior + 0.7551 75.51%
P-glycoprotein substrate - 0.6831 68.31%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.9116 91.16%
CYP2C9 inhibition - 0.9240 92.40%
CYP2C19 inhibition - 0.9287 92.87%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.8761 87.61%
CYP2C8 inhibition + 0.7756 77.56%
CYP inhibitory promiscuity - 0.9598 95.98%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6152 61.52%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6934 69.34%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9261 92.61%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8527 85.27%
Acute Oral Toxicity (c) III 0.6932 69.32%
Estrogen receptor binding + 0.7256 72.56%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding - 0.6101 61.01%
Glucocorticoid receptor binding + 0.6813 68.13%
Aromatase binding + 0.6046 60.46%
PPAR gamma + 0.7537 75.37%
Honey bee toxicity - 0.7152 71.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9625 96.25%

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 96.21% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.92% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.12% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.05% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.19% 86.33%
CHEMBL2581 P07339 Cathepsin D 85.75% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.46% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.91% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.25% 94.45%
CHEMBL5028 O14672 ADAM10 82.88% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.02% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.65% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.03% 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.
Cynara cardunculus

Cross-Links

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PubChem 75071998
LOTUS LTS0050834
wikiData Q105273048