PlantaeDB Logo
Login Sign-up

methyl 3-[(1R,3aS,4R,4'S,5S)-1',4,4'-trimethyl-4'-[(1Z,2R)-1-(4-methyl-5-oxofuran-2-ylidene)propan-2-yl]-5-prop-1-en-2-ylspiro[3,3a,5,6-tetrahydro-2H-indene-1,5'-cyclopentene]-4-yl]propanoate

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 0ce9c060-59c7-4b24-aaf4-7e4b0336ad81
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name methyl 3-[(1R,3aS,4R,4'S,5S)-1',4,4'-trimethyl-4'-[(1Z,2R)-1-(4-methyl-5-oxofuran-2-ylidene)propan-2-yl]-5-prop-1-en-2-ylspiro[3,3a,5,6-tetrahydro-2H-indene-1,5'-cyclopentene]-4-yl]propanoate
SMILES (Canonical) CC1=CCC(C12CCC3C2=CCC(C3(C)CCC(=O)OC)C(=C)C)(C)C(C)C=C4C=C(C(=O)O4)C
SMILES (Isomeric) CC1=CC[C@@]([C@@]12CC[C@@H]3C2=CC[C@H]([C@@]3(C)CCC(=O)OC)C(=C)C)(C)[C@H](C)/C=C\4/C=C(C(=O)O4)C
InChI InChI=1S/C31H42O4/c1-19(2)24-9-10-26-25(29(24,6)14-13-27(32)34-8)12-16-31(26)21(4)11-15-30(31,7)22(5)18-23-17-20(3)28(33)35-23/h10-11,17-18,22,24-25H,1,9,12-16H2,2-8H3/b23-18-/t22-,24+,25-,29-,30+,31+/m1/s1
InChI Key NFGNXLJLYMMNSL-HQBSWPHKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H42O4
Molecular Weight 478.70 g/mol
Exact Mass 478.30830982 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.90
Atomic LogP (AlogP) 7.24
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 3-[(1R,3aS,4R,4'S,5S)-1',4,4'-trimethyl-4'-[(1Z,2R)-1-(4-methyl-5-oxofuran-2-ylidene)propan-2-yl]-5-prop-1-en-2-ylspiro[3,3a,5,6-tetrahydro-2H-indene-1,5'-cyclopentene]-4-yl]propanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 + 0.4934 49.34%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7079 70.79%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.7987 79.87%
OATP1B3 inhibitior + 0.8474 84.74%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9880 98.80%
P-glycoprotein inhibitior + 0.9027 90.27%
P-glycoprotein substrate + 0.5794 57.94%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8904 89.04%
CYP3A4 inhibition - 0.5592 55.92%
CYP2C9 inhibition - 0.8646 86.46%
CYP2C19 inhibition - 0.8288 82.88%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.5634 56.34%
CYP2C8 inhibition + 0.6236 62.36%
CYP inhibitory promiscuity - 0.8377 83.77%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6466 64.66%
Eye corrosion - 0.9839 98.39%
Eye irritation - 0.9198 91.98%
Skin irritation - 0.5527 55.27%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.6824 68.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8617 86.17%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5070 50.70%
skin sensitisation - 0.7818 78.18%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5300 53.00%
Acute Oral Toxicity (c) III 0.6820 68.20%
Estrogen receptor binding + 0.7620 76.20%
Androgen receptor binding + 0.7250 72.50%
Thyroid receptor binding + 0.7017 70.17%
Glucocorticoid receptor binding + 0.8231 82.31%
Aromatase binding + 0.7515 75.15%
PPAR gamma + 0.7254 72.54%
Honey bee toxicity - 0.7266 72.66%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9950 99.50%

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 99.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.05% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.84% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.63% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.58% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.54% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.09% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.16% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.08% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.44% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.10% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 88.09% 83.82%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.59% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.35% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.04% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.77% 95.50%
CHEMBL5028 O14672 ADAM10 84.58% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.23% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 84.10% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.08% 92.62%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.26% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.09% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.08% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.04% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.44% 97.09%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.37% 80.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.20% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.65% 94.80%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.45% 93.56%

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.
Abies sachalinensis

Cross-Links

Top
PubChem 163032874
LOTUS LTS0122985
wikiData Q105178456