PlantaeDB Logo
Login Sign-up

(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 65ed550b-35ad-451b-8c0b-57d7444226e3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H84O19/c1-23-32(55)35(58)36(59)43(66-23)69-39-28(54)22-64-42(37(39)60)70-40-33(56)24(2)67-44(38(40)61)71-41-34(57)27(53)21-65-45(41)68-31-13-14-49(7)29(48(31,5)6)12-15-51(9)30(49)11-10-25-26-20-47(3,4)16-18-52(26,46(62)63)19-17-50(25,51)8/h10,23-24,26-45,53-61H,11-22H2,1-9H3,(H,62,63)/t23-,24-,26-,27-,28+,29-,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-,40+,41+,42-,43-,44-,45-,49-,50+,51+,52-/m0/s1
InChI Key IFXWWGSFJFBXDG-CXDWPKJPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C52H84O19
Molecular Weight 1013.20 g/mol
Exact Mass 1012.56068045 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.86
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8484 84.84%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8597 85.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3474 34.74%
OATP1B3 inhibitior - 0.3155 31.55%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8677 86.77%
P-glycoprotein inhibitior + 0.7491 74.91%
P-glycoprotein substrate - 0.6129 61.29%
CYP3A4 substrate + 0.7238 72.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9580 95.80%
CYP2C9 inhibition - 0.8923 89.23%
CYP2C19 inhibition - 0.9116 91.16%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8845 88.45%
CYP2C8 inhibition + 0.6967 69.67%
CYP inhibitory promiscuity - 0.9770 97.70%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5925 59.25%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.6042 60.42%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7441 74.41%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.8979 89.79%
Acute Oral Toxicity (c) III 0.6676 66.76%
Estrogen receptor binding + 0.8188 81.88%
Androgen receptor binding + 0.7260 72.60%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7444 74.44%
Aromatase binding + 0.6775 67.75%
PPAR gamma + 0.8169 81.69%
Honey bee toxicity - 0.7170 71.70%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5095 50.95%
Fish aquatic toxicity + 0.9653 96.53%

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 96.05% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.12% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.69% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.32% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.96% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.46% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.86% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.01% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.84% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.62% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.60% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.78% 85.31%
CHEMBL2581 P07339 Cathepsin D 84.28% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.03% 92.94%
CHEMBL5028 O14672 ADAM10 82.70% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.39% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.07% 99.23%

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.
There are no matching plants.

Cross-Links

Top
PubChem 101615137
LOTUS LTS0181349
wikiData Q105112451