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3,4-dihydroxy-6-[[10-hydroxy-4,4,6a,6b,11,12,14b-heptamethyl-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]-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 be14dd6b-c20c-4d45-a179-0c188ee9c096
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3,4-dihydroxy-6-[[10-hydroxy-4,4,6a,6b,11,12,14b-heptamethyl-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]-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(CO8)O)O)O)C)C
SMILES (Isomeric) CC1C(C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(CO8)O)O)O)C)C
InChI InChI=1S/C47H74O19/c1-19-20(2)28-21-8-9-26-44(5)12-11-27(63-41-37(33(55)32(54)36(64-41)38(58)59)65-39-34(56)29(51)23(50)18-61-39)43(3,4)25(44)10-13-46(26,7)45(21,6)14-15-47(28,16-22(19)49)42(60)66-40-35(57)31(53)30(52)24(17-48)62-40/h8,19-20,22-37,39-41,48-57H,9-18H2,1-7H3,(H,58,59)
InChI Key MOLJIWRHNGPWBB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O19
Molecular Weight 943.10 g/mol
Exact Mass 942.48243013 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 1.50
Atomic LogP (AlogP) -0.30
H-Bond Acceptor 18
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 3,4-dihydroxy-6-[[10-hydroxy-4,4,6a,6b,11,12,14b-heptamethyl-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]-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 + 0.7601 76.01%
Caco-2 - 0.8903 89.03%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7448 74.48%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.6608 66.08%
P-glycoprotein inhibitior + 0.7537 75.37%
P-glycoprotein substrate - 0.6069 60.69%
CYP3A4 substrate + 0.7358 73.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7663 76.63%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7108 71.08%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9541 95.41%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7754 77.54%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding - 0.6098 60.98%
Glucocorticoid receptor binding + 0.7446 74.46%
Aromatase binding + 0.6284 62.84%
PPAR gamma + 0.8005 80.05%
Honey bee toxicity - 0.6532 65.32%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9585 95.85%

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 97.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.69% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.67% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.43% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.04% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.48% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 85.36% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.26% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.74% 95.50%
CHEMBL5028 O14672 ADAM10 82.32% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.92% 89.44%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.62% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.41% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.80% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.58% 94.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.43% 86.92%

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 162960303
LOTUS LTS0008005
wikiData Q105168976