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[(5R,6S,9R,17S)-17-[(S)-acetyloxy(furan-3-yl)methyl]-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,9,14,17-pentamethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (Z)-2-methylbut-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

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Internal ID a6eee7a2-e1fb-4f61-8469-929779274f8f
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(5R,6S,9R,17S)-17-[(S)-acetyloxy(furan-3-yl)methyl]-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,9,14,17-pentamethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2(CC3(C14C(C56C7(C(CC(C5(C3(C2CC(=O)OC)C)OC(O7)(O6)C)O)(C)C(C8=COC=C8)OC(=O)C)CC(=O)OC)OC(O4)(C)OC)O)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@]2(CC3(C14C(C56C7([C@](CC(C5(C3(C2CC(=O)OC)C)OC(O7)(O6)C)O)(C)[C@H](C8=COC=C8)OC(=O)C)CC(=O)OC)O[C@@](O4)(C)OC)O)C
InChI InChI=1S/C40H52O17/c1-12-20(2)28(45)52-29-31(4)19-36(46)33(6,23(31)15-25(43)47-9)39-24(42)16-32(5,27(51-21(3)41)22-13-14-50-18-22)37(17-26(44)48-10)40(39,57-35(8,54-37)56-39)30-38(29,36)55-34(7,49-11)53-30/h12-14,18,23-24,27,29-30,42,46H,15-17,19H2,1-11H3/b20-12-/t23?,24?,27-,29-,30?,31+,32-,33?,34+,35?,36?,37?,38?,39?,40?/m0/s1
InChI Key GSACHNDPLCWILD-NGNNBNKJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O17
Molecular Weight 804.80 g/mol
Exact Mass 804.32045019 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 17
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,6S,9R,17S)-17-[(S)-acetyloxy(furan-3-yl)methyl]-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,9,14,17-pentamethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 - 0.8337 83.37%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6791 67.91%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.7630 76.30%
OATP1B3 inhibitior + 0.8091 80.91%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9917 99.17%
P-glycoprotein inhibitior + 0.7957 79.57%
P-glycoprotein substrate + 0.7750 77.50%
CYP3A4 substrate + 0.7317 73.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8783 87.83%
CYP3A4 inhibition + 0.6644 66.44%
CYP2C9 inhibition - 0.8857 88.57%
CYP2C19 inhibition - 0.8669 86.69%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.8099 80.99%
CYP2C8 inhibition + 0.7436 74.36%
CYP inhibitory promiscuity - 0.7692 76.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4421 44.21%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8923 89.23%
Skin irritation - 0.6041 60.41%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7829 78.29%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6408 64.08%
Acute Oral Toxicity (c) I 0.6570 65.70%
Estrogen receptor binding + 0.7697 76.97%
Androgen receptor binding + 0.7728 77.28%
Thyroid receptor binding + 0.6163 61.63%
Glucocorticoid receptor binding + 0.7630 76.30%
Aromatase binding + 0.7088 70.88%
PPAR gamma + 0.7570 75.70%
Honey bee toxicity - 0.6437 64.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9919 99.19%

Targets

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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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.25% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.75% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.44% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.66% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.27% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.26% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.76% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.55% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.42% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.14% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.61% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.60% 94.80%
CHEMBL1951 P21397 Monoamine oxidase A 87.30% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.74% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.17% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.29% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.09% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.26% 89.67%
CHEMBL5028 O14672 ADAM10 81.94% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.94% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.42% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.17% 99.23%

Plants that contains it

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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 mahagoni

Cross-Links

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PubChem 101758879
LOTUS LTS0245242
wikiData Q105016915