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[(1R,2R,5R,6R,11R,12S,13R,16R,17R,19S,20R)-6-(furan-2-yl)-12,17-dihydroxy-1,5,11,16-tetramethyl-8-oxo-7,14-dioxapentacyclo[11.6.1.02,11.05,10.016,20]icos-9-en-19-yl] 2,3-dimethylbut-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 b5f7a9be-94b4-45e0-bc65-13f073071beb
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,2R,5R,6R,11R,12S,13R,16R,17R,19S,20R)-6-(furan-2-yl)-12,17-dihydroxy-1,5,11,16-tetramethyl-8-oxo-7,14-dioxapentacyclo[11.6.1.02,11.05,10.016,20]icos-9-en-19-yl] 2,3-dimethylbut-2-enoate
SMILES (Canonical) CC(=C(C)C(=O)OC1CC(C2(COC3C2C1(C4CCC5(C(OC(=O)C=C5C4(C3O)C)C6=CC=CO6)C)C)C)O)C
SMILES (Isomeric) CC(=C(C)C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]4CC[C@]5([C@@H](OC(=O)C=C5[C@@]4([C@@H]3O)C)C6=CC=CO6)C)C)C)O)C
InChI InChI=1S/C32H42O8/c1-16(2)17(3)28(36)39-22-14-21(33)30(5)15-38-24-25(30)32(22,7)19-10-11-29(4)20(31(19,6)26(24)35)13-23(34)40-27(29)18-9-8-12-37-18/h8-9,12-13,19,21-22,24-27,33,35H,10-11,14-15H2,1-7H3/t19-,21+,22-,24+,25-,26+,27-,29+,30+,31+,32-/m0/s1
InChI Key FNAUTOTYIGROSL-NQLKDFLPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H42O8
Molecular Weight 554.70 g/mol
Exact Mass 554.28796829 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,5R,6R,11R,12S,13R,16R,17R,19S,20R)-6-(furan-2-yl)-12,17-dihydroxy-1,5,11,16-tetramethyl-8-oxo-7,14-dioxapentacyclo[11.6.1.02,11.05,10.016,20]icos-9-en-19-yl] 2,3-dimethylbut-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 + 0.9880 98.80%
Caco-2 - 0.7484 74.84%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8955 89.55%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.8324 83.24%
OATP1B3 inhibitior + 0.8947 89.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9827 98.27%
P-glycoprotein inhibitior + 0.7642 76.42%
P-glycoprotein substrate + 0.5947 59.47%
CYP3A4 substrate + 0.7334 73.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8866 88.66%
CYP3A4 inhibition + 0.5368 53.68%
CYP2C9 inhibition - 0.7518 75.18%
CYP2C19 inhibition - 0.9008 90.08%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.8194 81.94%
CYP2C8 inhibition + 0.6787 67.87%
CYP inhibitory promiscuity - 0.8629 86.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4443 44.43%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.5399 53.99%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8124 81.24%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.8895 88.95%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6562 65.62%
Acute Oral Toxicity (c) I 0.8653 86.53%
Estrogen receptor binding + 0.8004 80.04%
Androgen receptor binding + 0.7186 71.86%
Thyroid receptor binding + 0.6243 62.43%
Glucocorticoid receptor binding + 0.8185 81.85%
Aromatase binding + 0.7528 75.28%
PPAR gamma + 0.7315 73.15%
Honey bee toxicity - 0.7336 73.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.47% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.95% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.35% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.03% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.75% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.59% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.02% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.88% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.75% 82.69%
CHEMBL255 P29275 Adenosine A2b receptor 84.66% 98.59%
CHEMBL5028 O14672 ADAM10 83.61% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.75% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.67% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.62% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.31% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 80.87% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.36% 95.89%

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.
Azadirachta indica

Cross-Links

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PubChem 163075826
LOTUS LTS0179053
wikiData Q104998186