PlantaeDB Logo
Login Sign-up

[(1R,2S,3S,5S,6S,7R,8R,9S,11R,13S,14R,16R,18R)-7-acetyloxy-14-[(S)-acetyloxy(furan-3-yl)methyl]-3,16-dihydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-8-propanoyloxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate

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 b09f463a-138b-4612-a4e8-8eb359ec75a2
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1R,2S,3S,5S,6S,7R,8R,9S,11R,13S,14R,16R,18R)-7-acetyloxy-14-[(S)-acetyloxy(furan-3-yl)methyl]-3,16-dihydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-8-propanoyloxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H54O19/c1-12-26(46)55-31-40(58-22(4)44)30(56-32(49)35(7)20(2)57-35)33(5)19-38(40,50)36(8,24(33)15-27(47)51-10)41-25(45)16-34(6,29(54-21(3)43)23-13-14-53-18-23)39(17-28(48)52-11)42(31,41)61-37(9,59-39)60-41/h13-14,18,20,24-25,29-31,45,50H,12,15-17,19H2,1-11H3/t20-,24-,25-,29+,30+,31-,33+,34-,35-,36+,37-,38+,39+,40-,41+,42+/m1/s1
InChI Key DAEKRFAIUXMGIW-PECREHIQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H54O19
Molecular Weight 862.90 g/mol
Exact Mass 862.32592949 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 19
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,3S,5S,6S,7R,8R,9S,11R,13S,14R,16R,18R)-7-acetyloxy-14-[(S)-acetyloxy(furan-3-yl)methyl]-3,16-dihydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-8-propanoyloxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9653 96.53%
Caco-2 - 0.8475 84.75%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6090 60.90%
OATP2B1 inhibitior - 0.7255 72.55%
OATP1B1 inhibitior + 0.7483 74.83%
OATP1B3 inhibitior - 0.3226 32.26%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9882 98.82%
P-glycoprotein inhibitior + 0.7867 78.67%
P-glycoprotein substrate + 0.8160 81.60%
CYP3A4 substrate + 0.7404 74.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8303 83.03%
CYP3A4 inhibition + 0.8024 80.24%
CYP2C9 inhibition - 0.8393 83.93%
CYP2C19 inhibition - 0.8258 82.58%
CYP2D6 inhibition - 0.9093 90.93%
CYP1A2 inhibition - 0.8194 81.94%
CYP2C8 inhibition + 0.7838 78.38%
CYP inhibitory promiscuity - 0.8565 85.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5109 51.09%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.6936 69.36%
Skin corrosion - 0.9278 92.78%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7180 71.80%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8134 81.34%
Acute Oral Toxicity (c) I 0.4261 42.61%
Estrogen receptor binding + 0.7487 74.87%
Androgen receptor binding + 0.7742 77.42%
Thyroid receptor binding + 0.6287 62.87%
Glucocorticoid receptor binding + 0.7746 77.46%
Aromatase binding + 0.6750 67.50%
PPAR gamma + 0.7765 77.65%
Honey bee toxicity - 0.6779 67.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9820 98.20%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.25% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.24% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.35% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.05% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.45% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.93% 98.95%
CHEMBL4208 P20618 Proteasome component C5 90.90% 90.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 90.40% 92.29%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.90% 97.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.57% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.77% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.08% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.86% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.17% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.87% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.07% 93.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.31% 94.80%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.14% 95.71%
CHEMBL5028 O14672 ADAM10 81.57% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.17% 95.56%

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.
Swietenia macrophylla

Cross-Links

Top
PubChem 163004654
LOTUS LTS0104336
wikiData Q104973498