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6-[6-[2-[[8a-Carboxy-2,8-dihydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-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 a4139d79-7865-46a5-8934-87f6cefb849d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[6-[2-[[8a-carboxy-2,8-dihydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)C(=O)O)CO
SMILES (Isomeric) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)C(=O)O)CO
InChI InChI=1S/C53H84O27/c1-48(18-56)10-11-53(47(71)72)21(12-48)20-6-7-27-49(2)13-22(58)41(50(3,19-57)26(49)8-9-51(27,4)52(20,5)14-28(53)59)80-45-37(68)38(30(61)24(16-55)75-45)77-46-40(79-43-35(66)32(63)29(60)23(15-54)74-43)31(62)25(17-73-46)76-44-36(67)33(64)34(65)39(78-44)42(69)70/h6,21-41,43-46,54-68H,7-19H2,1-5H3,(H,69,70)(H,71,72)
InChI Key QLVCEQYJOLNGAT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H84O27
Molecular Weight 1153.20 g/mol
Exact Mass 1152.51999740 g/mol
Topological Polar Surface Area (TPSA) 452.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -4.85
H-Bond Acceptor 25
H-Bond Donor 17
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[6-[2-[[8a-Carboxy-2,8-dihydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-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 + 0.6935 69.35%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8439 84.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8306 83.06%
OATP1B3 inhibitior - 0.3315 33.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.9193 91.93%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate + 0.5751 57.51%
CYP3A4 substrate + 0.7353 73.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8440 84.40%
CYP2C9 inhibition - 0.9283 92.83%
CYP2C19 inhibition - 0.9358 93.58%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.7832 78.32%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7420 74.20%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9251 92.51%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.4927 49.27%
Acute Oral Toxicity (c) III 0.7253 72.53%
Estrogen receptor binding + 0.8025 80.25%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.5358 53.58%
Glucocorticoid receptor binding + 0.7126 71.26%
Aromatase binding + 0.6216 62.16%
PPAR gamma + 0.7893 78.93%
Honey bee toxicity - 0.6724 67.24%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9440 94.40%

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 97.99% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.55% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.77% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.70% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.09% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.22% 94.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.05% 96.09%
CHEMBL5028 O14672 ADAM10 86.73% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.56% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.75% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.70% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.65% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.20% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.13% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.94% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.69% 89.00%

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.
Senna alexandrina

Cross-Links

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PubChem 162981043
LOTUS LTS0034107
wikiData Q105223814