PlantaeDB Logo
Login Sign-up

methyl (E)-4-[(1R,2S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]-2-[(2R)-oxiran-2-yl]but-2-enoate

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 5f335889-5796-476d-bc1b-e6dd7db3e9b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl (E)-4-[(1R,2S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]-2-[(2R)-oxiran-2-yl]but-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H32O5/c1-19(2)15-7-10-21(12-26-21)16(20(15,3)9-8-17(19)22)6-5-13(14-11-25-14)18(23)24-4/h5,14-17,22H,6-12H2,1-4H3/b13-5+/t14-,15-,16+,17-,20-,21+/m0/s1
InChI Key DQKIVJKTAXWJRV-UNSZEVEASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H32O5
Molecular Weight 364.50 g/mol
Exact Mass 364.22497412 g/mol
Topological Polar Surface Area (TPSA) 71.60 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.86
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (E)-4-[(1R,2S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]-2-[(2R)-oxiran-2-yl]but-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9741 97.41%
Caco-2 + 0.6784 67.84%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8094 80.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8891 88.91%
OATP1B3 inhibitior + 0.9084 90.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8753 87.53%
P-glycoprotein inhibitior - 0.6803 68.03%
P-glycoprotein substrate - 0.7064 70.64%
CYP3A4 substrate + 0.6984 69.84%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.8323 83.23%
CYP2C9 inhibition - 0.6360 63.60%
CYP2C19 inhibition - 0.7178 71.78%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.7957 79.57%
CYP2C8 inhibition - 0.6457 64.57%
CYP inhibitory promiscuity - 0.9346 93.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5908 59.08%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.6824 68.24%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4645 46.45%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.7903 79.03%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.4628 46.28%
Acute Oral Toxicity (c) III 0.4497 44.97%
Estrogen receptor binding + 0.8827 88.27%
Androgen receptor binding + 0.5894 58.94%
Thyroid receptor binding + 0.7605 76.05%
Glucocorticoid receptor binding + 0.8796 87.96%
Aromatase binding + 0.7539 75.39%
PPAR gamma + 0.7545 75.45%
Honey bee toxicity - 0.6851 68.51%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9711 97.11%

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 97.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.10% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.35% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 90.45% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.43% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.61% 91.19%
CHEMBL1914 P06276 Butyrylcholinesterase 87.58% 95.00%
CHEMBL204 P00734 Thrombin 87.53% 96.01%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.92% 97.28%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.56% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.16% 82.69%
CHEMBL5028 O14672 ADAM10 86.13% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.98% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.21% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.72% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.66% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.29% 91.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.19% 99.23%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.13% 97.53%
CHEMBL4040 P28482 MAP kinase ERK2 83.11% 83.82%
CHEMBL2581 P07339 Cathepsin D 82.94% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 82.75% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.56% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.44% 89.34%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.32% 97.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.05% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.41% 89.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.27% 97.50%

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.
Aframomum zambesiacum

Cross-Links

Top
PubChem 163001085
LOTUS LTS0220967
wikiData Q104987003