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3,4-dihydroxy-6-[(10-hydroxy-8a-methoxycarbonyl-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl)oxy]-5-(3,4,5-trihydroxyoxan-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 ba3159a0-a807-4a22-8962-caec1b0ed367
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3,4-dihydroxy-6-[(10-hydroxy-8a-methoxycarbonyl-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl)oxy]-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C(=O)OC)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(CO7)O)O)O)C)C
SMILES (Isomeric) CC1C(C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C(=O)OC)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(CO7)O)O)O)C)C
InChI InChI=1S/C42H66O14/c1-19-20(2)27-21-9-10-25-39(5)13-12-26(54-36-33(30(47)29(46)32(55-36)34(49)50)56-35-31(48)28(45)23(44)18-53-35)38(3,4)24(39)11-14-41(25,7)40(21,6)15-16-42(27,17-22(19)43)37(51)52-8/h9,19-20,22-33,35-36,43-48H,10-18H2,1-8H3,(H,49,50)
InChI Key OIGHOOIMEGAUMI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4-dihydroxy-6-[(10-hydroxy-8a-methoxycarbonyl-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl)oxy]-5-(3,4,5-trihydroxyoxan-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 + 0.8713 87.13%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8460 84.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7766 77.66%
OATP1B3 inhibitior + 0.8647 86.47%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7699 76.99%
P-glycoprotein substrate - 0.5959 59.59%
CYP3A4 substrate + 0.7340 73.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.8562 85.62%
CYP2C9 inhibition - 0.8614 86.14%
CYP2C19 inhibition - 0.9174 91.74%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.8804 88.04%
CYP2C8 inhibition + 0.7468 74.68%
CYP inhibitory promiscuity - 0.9783 97.83%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5912 59.12%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9118 91.18%
Skin irritation - 0.5826 58.26%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3739 37.39%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8698 86.98%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8881 88.81%
Acute Oral Toxicity (c) III 0.5635 56.35%
Estrogen receptor binding + 0.7642 76.42%
Androgen receptor binding + 0.7392 73.92%
Thyroid receptor binding - 0.6227 62.27%
Glucocorticoid receptor binding + 0.7213 72.13%
Aromatase binding + 0.6812 68.12%
PPAR gamma + 0.7616 76.16%
Honey bee toxicity - 0.6791 67.91%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9632 96.32%

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 97.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.69% 95.56%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.99% 85.30%
CHEMBL2581 P07339 Cathepsin D 86.69% 98.95%
CHEMBL5028 O14672 ADAM10 85.93% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.85% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.31% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.34% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.27% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.91% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.90% 92.50%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 83.16% 91.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.79% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.76% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.37% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.31% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.28% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.16% 89.44%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.64% 96.77%

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 163011349
LOTUS LTS0134026
wikiData Q105192501