PlantaeDB Logo
Login Sign-up

[(1aS,4aS,7S,8aR)-4a-methyl-3-[(1R,2S,3R)-2-methyl-3-[(2R)-6-methylheptan-2-yl]-2-(2-oxoethyl)cyclopentyl]-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-7-yl] acetate

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 e27396b9-c8c8-4337-a611-8413ab75beb0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1aS,4aS,7S,8aR)-4a-methyl-3-[(1R,2S,3R)-2-methyl-3-[(2R)-6-methylheptan-2-yl]-2-(2-oxoethyl)cyclopentyl]-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-7-yl] acetate
SMILES (Canonical) CC(C)CCCC(C)C1CCC(C1(C)CC=O)C2=CC3C4(O3)CC(CCC4(C2=O)C)OC(=O)C
SMILES (Isomeric) C[C@H](CCCC(C)C)[C@H]1CC[C@H]([C@@]1(C)CC=O)C2=C[C@H]3[C@@]4(O3)C[C@H](CC[C@@]4(C2=O)C)OC(=O)C
InChI InChI=1S/C29H44O5/c1-18(2)8-7-9-19(3)23-10-11-24(27(23,5)14-15-30)22-16-25-29(34-25)17-21(33-20(4)31)12-13-28(29,6)26(22)32/h15-16,18-19,21,23-25H,7-14,17H2,1-6H3/t19-,21+,23-,24+,25+,27+,28-,29+/m1/s1
InChI Key LULBFAIQTMKTGW-SPZRSCIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H44O5
Molecular Weight 472.70 g/mol
Exact Mass 472.31887450 g/mol
Topological Polar Surface Area (TPSA) 73.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.84
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1aS,4aS,7S,8aR)-4a-methyl-3-[(1R,2S,3R)-2-methyl-3-[(2R)-6-methylheptan-2-yl]-2-(2-oxoethyl)cyclopentyl]-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-7-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.5448 54.48%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7075 70.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8590 85.90%
OATP1B3 inhibitior + 0.8708 87.08%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9294 92.94%
P-glycoprotein inhibitior + 0.7885 78.85%
P-glycoprotein substrate + 0.6427 64.27%
CYP3A4 substrate + 0.7085 70.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8909 89.09%
CYP3A4 inhibition - 0.7612 76.12%
CYP2C9 inhibition - 0.6695 66.95%
CYP2C19 inhibition - 0.7431 74.31%
CYP2D6 inhibition - 0.9577 95.77%
CYP1A2 inhibition - 0.7454 74.54%
CYP2C8 inhibition + 0.5253 52.53%
CYP inhibitory promiscuity - 0.7255 72.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6530 65.30%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9451 94.51%
Skin irritation - 0.5962 59.62%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6575 65.75%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6414 64.14%
skin sensitisation - 0.7326 73.26%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.4557 45.57%
Acute Oral Toxicity (c) III 0.3681 36.81%
Estrogen receptor binding + 0.8108 81.08%
Androgen receptor binding + 0.7205 72.05%
Thyroid receptor binding + 0.5665 56.65%
Glucocorticoid receptor binding + 0.8169 81.69%
Aromatase binding + 0.6595 65.95%
PPAR gamma + 0.6113 61.13%
Honey bee toxicity - 0.7719 77.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.50% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.11% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.78% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.22% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.40% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.97% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.16% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.28% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.28% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.87% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.76% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.50% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.24% 99.23%
CHEMBL5028 O14672 ADAM10 80.94% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.76% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.70% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.39% 94.80%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.21% 90.08%

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 163018956
LOTUS LTS0105873
wikiData Q105157521