PlantaeDB Logo
Login Sign-up

methyl 2-[(1S,2R,3R,4R,8R,9S,10R,13R,15R)-4-formyl-13-(furan-3-yl)-2-hydroxy-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-dien-9-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 373d5fbc-077c-4bc5-9aaf-69a4565ed065
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2R,3R,4R,8R,9S,10R,13R,15R)-4-formyl-13-(furan-3-yl)-2-hydroxy-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-dien-9-yl]acetate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(C4O)C(C=CC5=O)(C)C=O)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@@H](C[C@H]1C3=COC=C3)O[C@H]4[C@@]2([C@@H]([C@@]5([C@H]([C@H]4O)[C@](C=CC5=O)(C)C=O)C)CC(=O)OC)C
InChI InChI=1S/C27H32O7/c1-14-16(15-7-9-33-12-15)10-17-21(14)27(4)18(11-20(30)32-5)26(3)19(29)6-8-25(2,13-28)23(26)22(31)24(27)34-17/h6-9,12-13,16-18,22-24,31H,10-11H2,1-5H3/t16-,17-,18-,22-,23-,24-,25+,26+,27-/m1/s1
InChI Key PWIBFJGDASOKJS-GNMWYAKNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H32O7
Molecular Weight 468.50 g/mol
Exact Mass 468.21480336 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 2-[(1S,2R,3R,4R,8R,9S,10R,13R,15R)-4-formyl-13-(furan-3-yl)-2-hydroxy-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-dien-9-yl]acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.6392 63.92%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7547 75.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7235 72.35%
OATP1B3 inhibitior - 0.4211 42.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9367 93.67%
P-glycoprotein inhibitior + 0.7469 74.69%
P-glycoprotein substrate + 0.6162 61.62%
CYP3A4 substrate + 0.7047 70.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8743 87.43%
CYP3A4 inhibition + 0.6769 67.69%
CYP2C9 inhibition - 0.7241 72.41%
CYP2C19 inhibition - 0.8330 83.30%
CYP2D6 inhibition - 0.9179 91.79%
CYP1A2 inhibition - 0.8582 85.82%
CYP2C8 inhibition + 0.7294 72.94%
CYP inhibitory promiscuity - 0.5270 52.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.5763 57.63%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9288 92.88%
Skin irritation - 0.6640 66.40%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6483 64.83%
Micronuclear - 0.5141 51.41%
Hepatotoxicity + 0.6168 61.68%
skin sensitisation - 0.7886 78.86%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4866 48.66%
Acute Oral Toxicity (c) III 0.7264 72.64%
Estrogen receptor binding + 0.7993 79.93%
Androgen receptor binding + 0.7116 71.16%
Thyroid receptor binding + 0.5926 59.26%
Glucocorticoid receptor binding + 0.8233 82.33%
Aromatase binding + 0.6793 67.93%
PPAR gamma + 0.7332 73.32%
Honey bee toxicity - 0.7305 73.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9776 97.76%

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 98.55% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.93% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 96.70% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.03% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL4208 P20618 Proteasome component C5 90.89% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.87% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.56% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.04% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.80% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.73% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.08% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.12% 87.67%
CHEMBL3401 O75469 Pregnane X receptor 85.56% 94.73%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.31% 90.24%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.46% 83.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.96% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 82.76% 83.82%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.15% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.81% 94.33%
CHEMBL2581 P07339 Cathepsin D 80.75% 98.95%
CHEMBL5028 O14672 ADAM10 80.74% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.27% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.26% 92.62%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.10% 94.00%

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.
Azadirachta indica

Cross-Links

Top
PubChem 163075861
LOTUS LTS0057752
wikiData Q105215854