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[(1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] propanoate

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 996b915c-47be-4821-b012-a4b678bfff96
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] propanoate
SMILES (Canonical) CCC(=O)OC1C2C=C3C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)C(C(=O)OC)O)C
SMILES (Isomeric) CCC(=O)O[C@@H]1[C@@H]2C=C3[C@H](CC[C@@]4([C@H]3CC(=O)O[C@H]4C5=COC=C5)C)[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)O)C
InChI InChI=1S/C30H38O9/c1-7-20(31)38-26-17-12-16-18(30(5,24(17)34)23(28(26,2)3)22(33)27(35)36-6)8-10-29(4)19(16)13-21(32)39-25(29)15-9-11-37-14-15/h9,11-12,14,17-19,22-23,25-26,33H,7-8,10,13H2,1-6H3/t17-,18+,19+,22-,23+,25+,26-,29-,30-/m1/s1
InChI Key URNHHDHCZWNQPA-JEXNHHEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O9
Molecular Weight 542.60 g/mol
Exact Mass 542.25158279 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9927 99.27%
Caco-2 - 0.7830 78.30%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7501 75.01%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior - 0.4692 46.92%
OATP1B3 inhibitior - 0.3821 38.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8867 88.67%
P-glycoprotein inhibitior + 0.7828 78.28%
P-glycoprotein substrate + 0.6599 65.99%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8353 83.53%
CYP3A4 inhibition + 0.8615 86.15%
CYP2C9 inhibition - 0.7836 78.36%
CYP2C19 inhibition - 0.8262 82.62%
CYP2D6 inhibition - 0.9187 91.87%
CYP1A2 inhibition - 0.8607 86.07%
CYP2C8 inhibition + 0.6853 68.53%
CYP inhibitory promiscuity - 0.7044 70.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4524 45.24%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.6323 63.23%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.6924 69.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4060 40.60%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5822 58.22%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8239 82.39%
Acute Oral Toxicity (c) I 0.5513 55.13%
Estrogen receptor binding + 0.7879 78.79%
Androgen receptor binding + 0.6848 68.48%
Thyroid receptor binding + 0.5696 56.96%
Glucocorticoid receptor binding + 0.8445 84.45%
Aromatase binding + 0.6292 62.92%
PPAR gamma + 0.7821 78.21%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9958 99.58%

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 98.77% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.64% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.48% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.36% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.29% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.52% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.92% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.01% 92.62%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.60% 96.38%
CHEMBL2996 Q05655 Protein kinase C delta 87.36% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.99% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.98% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.85% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.71% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.35% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.06% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 85.92% 98.03%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.67% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.32% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.48% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.40% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.09% 95.71%

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 23259000
LOTUS LTS0134400
wikiData Q105277867