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

Details

Top
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

Top
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

Top
There are no found synonyms.

2D Structure

Top
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

Top

ADMET Properties (via admetSAR 2)

Top
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

Top

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

Top
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

Top
PubChem 162981043
LOTUS LTS0034107
wikiData Q105223814