PlantaeDB Logo
Login Sign-up

(1R,2S,3R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-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 b8108491-fd4d-4720-a569-0b8335c23501
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,2S,3R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1C(C2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1OC6C(C(C(C(O6)CO)O)O)O)C(=O)O)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]2C3=CC[C@@H]4[C@]5(CC[C@@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC[C@]2(C[C@H]1O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C(=O)O)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C
InChI InChI=1S/C42H68O15/c1-19-20(2)28-21-7-8-26-38(3)11-10-27(57-36-34(51)32(49)30(47)24(17-44)56-36)39(4,18-45)25(38)9-12-41(26,6)40(21,5)13-14-42(28,37(52)53)15-22(19)54-35-33(50)31(48)29(46)23(16-43)55-35/h7,19-20,22-36,43-51H,8-18H2,1-6H3,(H,52,53)/t19-,20-,22+,23+,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35+,36-,38-,39-,40+,41+,42+/m0/s1
InChI Key CEHHATPOEKKDLG-FVCAEHIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H68O15
Molecular Weight 813.00 g/mol
Exact Mass 812.45582146 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 0.68
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,2S,3R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6937 69.37%
Caco-2 - 0.8858 88.58%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8456 84.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior - 0.4567 45.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.6056 60.56%
P-glycoprotein inhibitior + 0.7362 73.62%
P-glycoprotein substrate - 0.7193 71.93%
CYP3A4 substrate + 0.7172 71.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9614 96.14%
CYP2C9 inhibition - 0.9293 92.93%
CYP2C19 inhibition - 0.9190 91.90%
CYP2D6 inhibition - 0.9502 95.02%
CYP1A2 inhibition - 0.8754 87.54%
CYP2C8 inhibition + 0.6644 66.44%
CYP inhibitory promiscuity - 0.9470 94.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.6050 60.50%
Skin corrosion - 0.9520 95.20%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6933 69.33%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7684 76.84%
skin sensitisation - 0.9173 91.73%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity + 0.5606 56.06%
Acute Oral Toxicity (c) III 0.6936 69.36%
Estrogen receptor binding + 0.7322 73.22%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding - 0.6202 62.02%
Glucocorticoid receptor binding + 0.6469 64.69%
Aromatase binding + 0.6397 63.97%
PPAR gamma + 0.7354 73.54%
Honey bee toxicity - 0.7275 72.75%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9464 94.64%

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 95.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.30% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.41% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.27% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.58% 90.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.96% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.64% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.23% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.02% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.55% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.05% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.76% 99.17%
CHEMBL5028 O14672 ADAM10 81.67% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.40% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.13% 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.
Ilex pernyi

Cross-Links

Top
PubChem 42643117
LOTUS LTS0176492
wikiData Q104955684