PlantaeDB Logo
Login Sign-up

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

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 4a1fbde4-ecdb-4c85-bc96-d0e731a37472
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl 3,4-dihydroxy-6-[[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[4-hydroxy-5-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxolan-2-yl]oxyoxane-2-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O
InChI InChI=1S/C48H78O17/c1-22-30(52)32(54)35(57)40(60-22)64-37-31(53)25(20-49)61-41(37)65-38-34(56)33(55)36(39(58)59-9)63-42(38)62-29-13-14-45(5)26(46(29,6)21-50)12-15-48(8)27(45)11-10-23-24-18-43(2,3)19-28(51)44(24,4)16-17-47(23,48)7/h10,22,24-38,40-42,49-57H,11-21H2,1-9H3
InChI Key ADXLWRWWNRHRGL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H78O17
Molecular Weight 927.10 g/mol
Exact Mass 926.52390102 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8502 85.02%
Caco-2 - 0.9203 92.03%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8331 83.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.8600 86.00%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8041 80.41%
P-glycoprotein inhibitior + 0.7606 76.06%
P-glycoprotein substrate - 0.5651 56.51%
CYP3A4 substrate + 0.7354 73.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.9153 91.53%
CYP2C9 inhibition - 0.8657 86.57%
CYP2C19 inhibition - 0.9050 90.50%
CYP2D6 inhibition - 0.9302 93.02%
CYP1A2 inhibition - 0.9110 91.10%
CYP2C8 inhibition + 0.7504 75.04%
CYP inhibitory promiscuity - 0.9443 94.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5066 50.66%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.5705 57.05%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7581 75.81%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8946 89.46%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6064 60.64%
Acute Oral Toxicity (c) III 0.5097 50.97%
Estrogen receptor binding + 0.7965 79.65%
Androgen receptor binding + 0.7358 73.58%
Thyroid receptor binding - 0.5951 59.51%
Glucocorticoid receptor binding + 0.6956 69.56%
Aromatase binding + 0.6543 65.43%
PPAR gamma + 0.7935 79.35%
Honey bee toxicity - 0.6895 68.95%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9207 92.07%

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 97.44% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.99% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.26% 96.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.68% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.59% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.03% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.98% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.75% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.74% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.42% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.09% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.55% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.33% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.85% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.35% 93.00%
CHEMBL3401 O75469 Pregnane X receptor 81.16% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.08% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.06% 99.17%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.66% 91.65%
CHEMBL5028 O14672 ADAM10 80.64% 97.50%
CHEMBL2581 P07339 Cathepsin D 80.22% 98.95%

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.
Astragalus sinicus

Cross-Links

Top
PubChem 162986172
LOTUS LTS0240868
wikiData Q104909870