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[(1R,2S,5R,6R,10S,13R,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-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 57105b1a-8c13-45f0-b7e8-0bd36288b51f
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,2S,5R,6R,10S,13R,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C=C3C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)C(C(=O)OC)OC(=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=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)OC(=O)C)C
InChI InChI=1S/C34H42O10/c1-9-17(2)30(38)44-29-21-14-20-22(10-12-33(6)23(20)15-24(36)43-28(33)19-11-13-41-16-19)34(7,27(21)37)26(32(29,4)5)25(31(39)40-8)42-18(3)35/h9,11,13-14,16,21-23,25-26,28-29H,10,12,15H2,1-8H3/b17-9+/t21-,22-,23-,25+,26-,28-,29+,33+,34+/m0/s1
InChI Key QYULJHYYKMGSKH-ZPGLWJSISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H42O10
Molecular Weight 610.70 g/mol
Exact Mass 610.27779753 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.07
H-Bond Acceptor 10
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,10S,13R,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-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 + 0.9924 99.24%
Caco-2 - 0.7879 78.79%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8229 82.29%
OATP2B1 inhibitior - 0.5694 56.94%
OATP1B1 inhibitior - 0.4844 48.44%
OATP1B3 inhibitior + 0.8914 89.14%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9880 98.80%
P-glycoprotein inhibitior + 0.8944 89.44%
P-glycoprotein substrate + 0.6220 62.20%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 0.8169 81.69%
CYP2D6 substrate - 0.8890 88.90%
CYP3A4 inhibition + 0.8276 82.76%
CYP2C9 inhibition - 0.8296 82.96%
CYP2C19 inhibition - 0.8135 81.35%
CYP2D6 inhibition - 0.9163 91.63%
CYP1A2 inhibition - 0.8037 80.37%
CYP2C8 inhibition + 0.6567 65.67%
CYP inhibitory promiscuity - 0.7445 74.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4498 44.98%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8920 89.20%
Skin irritation - 0.6706 67.06%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.6048 60.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7388 73.88%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8431 84.31%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5662 56.62%
Acute Oral Toxicity (c) I 0.5297 52.97%
Estrogen receptor binding + 0.8174 81.74%
Androgen receptor binding + 0.7037 70.37%
Thyroid receptor binding + 0.5813 58.13%
Glucocorticoid receptor binding + 0.8174 81.74%
Aromatase binding + 0.6118 61.18%
PPAR gamma + 0.7759 77.59%
Honey bee toxicity - 0.6933 69.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9957 99.57%

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 99.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.08% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 96.73% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.52% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.06% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.91% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.02% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.89% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.62% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.57% 92.88%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.45% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.34% 86.33%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.19% 80.96%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.99% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.15% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.12% 95.56%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.63% 92.95%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.97% 91.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.88% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.33% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 82.21% 97.79%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.99% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.97% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.63% 91.19%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.12% 83.00%

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.
There are no matching plants.

Cross-Links

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PubChem 14587331
NPASS NPC472283
ChEMBL CHEMBL3357581