PlantaeDB Logo
Login Sign-up

(E)-3-[(1S,2S,4aS,5R,7S,8S,8aR)-5,7-dihydroxy-3,4a,8-trimethyl-2-[(E,5R,7S,9S,11S)-5,7,9,11-tetrahydroxy-10,12-dimethyltridec-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic 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 67d73e64-5160-4230-80d9-f54cb89354f9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (E)-3-[(1S,2S,4aS,5R,7S,8S,8aR)-5,7-dihydroxy-3,4a,8-trimethyl-2-[(E,5R,7S,9S,11S)-5,7,9,11-tetrahydroxy-10,12-dimethyltridec-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H54O8/c1-16(2)30(38)21(7)25(35)13-23(34)12-22(33)10-9-17(3)28-19(5)15-32(8)27(37)14-26(36)20(6)29(32)24(28)11-18(4)31(39)40/h9,11,15-16,20-30,33-38H,10,12-14H2,1-8H3,(H,39,40)/b17-9+,18-11+/t20-,21?,22-,23+,24-,25+,26+,27-,28+,29+,30+,32+/m1/s1
InChI Key ZKOFNQJFSBAGJP-YTGQCXBJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H54O8
Molecular Weight 566.80 g/mol
Exact Mass 566.38186868 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 7
H-Bond Donor 7
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (E)-3-[(1S,2S,4aS,5R,7S,8S,8aR)-5,7-dihydroxy-3,4a,8-trimethyl-2-[(E,5R,7S,9S,11S)-5,7,9,11-tetrahydroxy-10,12-dimethyltridec-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 - 0.8206 82.06%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6769 67.69%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8439 84.39%
OATP1B3 inhibitior + 0.8960 89.60%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.4848 48.48%
P-glycoprotein inhibitior - 0.4502 45.02%
P-glycoprotein substrate + 0.7463 74.63%
CYP3A4 substrate + 0.6737 67.37%
CYP2C9 substrate - 0.7928 79.28%
CYP2D6 substrate - 0.9050 90.50%
CYP3A4 inhibition - 0.8814 88.14%
CYP2C9 inhibition - 0.9179 91.79%
CYP2C19 inhibition - 0.8276 82.76%
CYP2D6 inhibition - 0.9122 91.22%
CYP1A2 inhibition - 0.9273 92.73%
CYP2C8 inhibition - 0.5910 59.10%
CYP inhibitory promiscuity - 0.7394 73.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6461 64.61%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9303 93.03%
Skin irritation + 0.5090 50.90%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7773 77.73%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5034 50.34%
skin sensitisation - 0.5430 54.30%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9224 92.24%
Acute Oral Toxicity (c) I 0.4869 48.69%
Estrogen receptor binding + 0.7272 72.72%
Androgen receptor binding + 0.7063 70.63%
Thyroid receptor binding + 0.5189 51.89%
Glucocorticoid receptor binding + 0.6323 63.23%
Aromatase binding + 0.5987 59.87%
PPAR gamma + 0.6001 60.01%
Honey bee toxicity - 0.7867 78.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9791 97.91%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.98% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.26% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.37% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.02% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.37% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.36% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.44% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.11% 93.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.52% 85.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.67% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.64% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.90% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.63% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.93% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.43% 94.80%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.05% 97.21%
CHEMBL5028 O14672 ADAM10 81.74% 97.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.65% 95.69%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.39% 96.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163193932
LOTUS LTS0107047
wikiData Q105378598