PlantaeDB Logo
Login Sign-up

[(1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-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 50e3930f-8f83-4af7-9bd3-21ca896e6632
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(CCCC2(C1CCC(C2CCC(=C)C=C)(C)O)C)COC(=O)C=CC3=CC(=C(C=C3)O)OC
SMILES (Isomeric) C[C@@]1(CCC[C@]2([C@H]1CC[C@@]([C@@H]2CCC(=C)C=C)(C)O)C)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC
InChI InChI=1S/C30H42O5/c1-7-21(2)9-13-26-29(4)17-8-16-28(3,25(29)15-18-30(26,5)33)20-35-27(32)14-11-22-10-12-23(31)24(19-22)34-6/h7,10-12,14,19,25-26,31,33H,1-2,8-9,13,15-18,20H2,3-6H3/b14-11+/t25-,26+,28+,29-,30+/m0/s1
InChI Key WTJDZDHSLHRPOC-CUOPQXMCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H42O5
Molecular Weight 482.60 g/mol
Exact Mass 482.30322444 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 6.45
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.7310 73.10%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8531 85.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8438 84.38%
OATP1B3 inhibitior + 0.8496 84.96%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.9702 97.02%
P-glycoprotein inhibitior + 0.7159 71.59%
P-glycoprotein substrate - 0.5879 58.79%
CYP3A4 substrate + 0.6760 67.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition - 0.5722 57.22%
CYP2C9 inhibition - 0.6691 66.91%
CYP2C19 inhibition - 0.6188 61.88%
CYP2D6 inhibition - 0.9099 90.99%
CYP1A2 inhibition + 0.6777 67.77%
CYP2C8 inhibition + 0.8589 85.89%
CYP inhibitory promiscuity - 0.8160 81.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.7050 70.50%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.6478 64.78%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8075 80.75%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7601 76.01%
skin sensitisation - 0.8502 85.02%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9088 90.88%
Acute Oral Toxicity (c) III 0.5236 52.36%
Estrogen receptor binding + 0.8457 84.57%
Androgen receptor binding + 0.7196 71.96%
Thyroid receptor binding + 0.6547 65.47%
Glucocorticoid receptor binding + 0.8010 80.10%
Aromatase binding + 0.7392 73.92%
PPAR gamma + 0.6385 63.85%
Honey bee toxicity - 0.7882 78.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
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 99.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.05% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 95.69% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.42% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.75% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.45% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.37% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.21% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.62% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.66% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.77% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.81% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.31% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.82% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.87% 100.00%
CHEMBL3194 P02766 Transthyretin 82.86% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.57% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.50% 99.17%
CHEMBL4208 P20618 Proteasome component C5 81.37% 90.00%

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.
Chamaecyparis formosensis

Cross-Links

Top
PubChem 15475311
LOTUS LTS0015518
wikiData Q105312585