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[(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadeca-9,11-dien-14-yl] (2S)-2-methylbutanoate

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 c5b295e6-d571-4109-a7b8-efcf0c897294
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadeca-9,11-dien-14-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2C=C3C(CCC4(C3=CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@@H]1[C@@H]2C=C3[C@H](CC[C@@]4(C3=CC(=O)O[C@H]4C5=COC=C5)C)[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C
InChI InChI=1S/C32H40O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h10,12-14,16-17,20-21,23,27-28H,8-9,11,15H2,1-7H3/t17-,20+,21-,23-,27-,28+,31+,32+/m0/s1
InChI Key JBVMJRIIFFXUFB-MDZWVGLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O8
Molecular Weight 552.70 g/mol
Exact Mass 552.27231823 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.53
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadeca-9,11-dien-14-yl] (2S)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9957 99.57%
Caco-2 - 0.7165 71.65%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7845 78.45%
OATP2B1 inhibitior - 0.7147 71.47%
OATP1B1 inhibitior - 0.4678 46.78%
OATP1B3 inhibitior + 0.9295 92.95%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9897 98.97%
P-glycoprotein inhibitior + 0.8621 86.21%
P-glycoprotein substrate + 0.6414 64.14%
CYP3A4 substrate + 0.6976 69.76%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition + 0.8366 83.66%
CYP2C9 inhibition - 0.7066 70.66%
CYP2C19 inhibition - 0.7049 70.49%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.8136 81.36%
CYP2C8 inhibition + 0.7160 71.60%
CYP inhibitory promiscuity + 0.5644 56.44%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4948 49.48%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.6839 68.39%
Skin corrosion - 0.9104 91.04%
Ames mutagenesis - 0.6061 60.61%
Human Ether-a-go-go-Related Gene inhibition + 0.7799 77.99%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5576 55.76%
skin sensitisation - 0.8101 81.01%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8557 85.57%
Acute Oral Toxicity (c) III 0.3631 36.31%
Estrogen receptor binding + 0.7796 77.96%
Androgen receptor binding + 0.7343 73.43%
Thyroid receptor binding + 0.6233 62.33%
Glucocorticoid receptor binding + 0.8498 84.98%
Aromatase binding + 0.6282 62.82%
PPAR gamma + 0.7591 75.91%
Honey bee toxicity - 0.7997 79.97%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.38% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.99% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.96% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.13% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.35% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.75% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.44% 95.89%
CHEMBL2581 P07339 Cathepsin D 86.33% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.32% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.10% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.44% 94.80%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.38% 95.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.26% 96.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.22% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.80% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.15% 97.25%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.37% 91.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.15% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.78% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.75% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.38% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.07% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.22% 97.14%

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.
Xylocarpus granatum

Cross-Links

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PubChem 44614010
LOTUS LTS0178204
wikiData Q105124607