PlantaeDB Logo
Login Sign-up

6-[(8a-Carboxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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

Top
Internal ID f3d8e972-aac9-4133-b112-46dbca053030
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[(8a-carboxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C(=O)O)C
SMILES (Isomeric) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C(=O)O)C
InChI InChI=1S/C42H66O15/c1-37(2)14-15-42(36(52)53)20(16-37)19-8-9-23-39(5)12-11-25(38(3,4)22(39)10-13-40(23,6)41(19,7)17-24(42)44)55-35-32(29(48)28(47)31(56-35)33(50)51)57-34-30(49)27(46)26(45)21(18-43)54-34/h8,20-32,34-35,43-49H,9-18H2,1-7H3,(H,50,51)(H,52,53)
InChI Key ZCXUQRVJBIOOBC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6-[(8a-Carboxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8283 82.83%
Caco-2 - 0.8915 89.15%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8738 87.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7366 73.66%
OATP1B3 inhibitior - 0.4240 42.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior - 0.4716 47.16%
P-glycoprotein inhibitior + 0.7597 75.97%
P-glycoprotein substrate - 0.8154 81.54%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7325 73.25%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.9307 93.07%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.6831 68.31%
CYP inhibitory promiscuity - 0.9622 96.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6162 61.62%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.5231 52.31%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.8624 86.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6676 66.76%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.9473 94.73%
skin sensitisation - 0.9055 90.55%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8619 86.19%
Acute Oral Toxicity (c) III 0.7819 78.19%
Estrogen receptor binding + 0.7647 76.47%
Androgen receptor binding + 0.7273 72.73%
Thyroid receptor binding - 0.6446 64.46%
Glucocorticoid receptor binding + 0.6624 66.24%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.7580 75.80%
Honey bee toxicity - 0.7117 71.17%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9670 96.70%

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 95.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.38% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.41% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.08% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.17% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.60% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.01% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.83% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.74% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.63% 89.00%
CHEMBL5028 O14672 ADAM10 82.92% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.47% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 82.39% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.12% 96.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.71% 94.33%

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.
Tragopogon pratensis

Cross-Links

Top
PubChem 162944875
LOTUS LTS0228666
wikiData Q105371789