PlantaeDB Logo
Login Sign-up

2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

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 d74874fc-1855-4c9a-b3aa-0c6106f38ad9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC=C6C3(CCC7(C6CC(CC7)(C)C(=O)OC)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC=C6C3(CCC7(C6CC(CC7)(C)C(=O)OC)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C
InChI InChI=1S/C49H78O20/c1-44(2)27-10-13-48(6)28(46(27,4)12-11-29(44)67-41-38(35(58)32(55)26(21-52)66-41)68-39-36(59)33(56)30(53)24(19-50)64-39)9-8-22-23-18-45(3,42(61)63-7)14-16-49(23,17-15-47(22,48)5)43(62)69-40-37(60)34(57)31(54)25(20-51)65-40/h8,23-41,50-60H,9-21H2,1-7H3
InChI Key AOILXFWEUKCKQQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C49H78O20
Molecular Weight 987.10 g/mol
Exact Mass 986.50864487 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP 1.20
Atomic LogP (AlogP) -0.71
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7095 70.95%
Caco-2 - 0.8840 88.40%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7381 73.81%
OATP1B3 inhibitior - 0.3603 36.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.7454 74.54%
P-glycoprotein inhibitior + 0.7506 75.06%
P-glycoprotein substrate - 0.8356 83.56%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9142 91.42%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.6823 68.23%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.6660 66.60%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7035 70.35%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9322 93.22%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6321 63.21%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.7655 76.55%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding - 0.5570 55.70%
Glucocorticoid receptor binding + 0.7219 72.19%
Aromatase binding + 0.5999 59.99%
PPAR gamma + 0.7835 78.35%
Honey bee toxicity - 0.6819 68.19%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9479 94.79%

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 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.77% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.53% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.27% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.55% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.93% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.20% 92.50%
CHEMBL2581 P07339 Cathepsin D 85.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.42% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.94% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.87% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.87% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.75% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.07% 100.00%

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.
Phytolacca icosandra
Phytolacca thyrsiflora

Cross-Links

Top
PubChem 14132378
LOTUS LTS0116321
wikiData Q104915698