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Megaphone

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 0e1ff807-f0dd-45c7-9bb0-fe7c0d7fca5c
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
IUPAC Name (4R,6R)-6-[(1R,2S)-1-hydroxy-1-(3,4,5-trimethoxyphenyl)propan-2-yl]-4-methoxy-6-prop-2-enylcyclohex-2-en-1-one
SMILES (Canonical) CC(C(C1=CC(=C(C(=C1)OC)OC)OC)O)C2(CC(C=CC2=O)OC)CC=C
SMILES (Isomeric) C[C@H]([C@H](C1=CC(=C(C(=C1)OC)OC)OC)O)[C@]2(C[C@H](C=CC2=O)OC)CC=C
InChI InChI=1S/C22H30O6/c1-7-10-22(13-16(25-3)8-9-19(22)23)14(2)20(24)15-11-17(26-4)21(28-6)18(12-15)27-5/h7-9,11-12,14,16,20,24H,1,10,13H2,2-6H3/t14-,16+,20-,22-/m1/s1
InChI Key JCRROBQLLRCCAV-SQKDIAQBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O6
Molecular Weight 390.50 g/mol
Exact Mass 390.20423867 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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64332-37-2
NSC-288408
8J0BV7D5N9
Cytotoxic neolignan from aniba megaphylla
(4R,6R)-6-[(1R,2S)-1-hydroxy-1-(3,4,5-trimethoxyphenyl)propan-2-yl]-4-methoxy-6-prop-2-enylcyclohex-2-en-1-one
2-Cyclohexen-1-one, 6-((1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxyphenyl)ethyl)-4-methoxy-6-(2-propen-1-yl)-, (4R,6R)-
DTXSID80214542
(4R,6R)-6-((1R,2S)-1-hydroxy-1-(3,4,5-trimethoxyphenyl)propan-2-yl)-4-methoxy-6-prop-2-enylcyclohex-2-en-1-one
(4R,6R)-6-allyl-6-((1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxyphenyl)ethyl)-4-methoxy-cyclohex-2-en-1-one
(4R,6R)-6-allyl-6-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxyphenyl)ethyl]-4-methoxy-cyclohex-2-en-1-one
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Megaphone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 + 0.6027 60.27%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8984 89.84%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5864 58.64%
P-glycoprotein inhibitior + 0.6001 60.01%
P-glycoprotein substrate - 0.6356 63.56%
CYP3A4 substrate + 0.5846 58.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition + 0.6853 68.53%
CYP2C9 inhibition - 0.8511 85.11%
CYP2C19 inhibition + 0.7427 74.27%
CYP2D6 inhibition - 0.7422 74.22%
CYP1A2 inhibition + 0.5345 53.45%
CYP2C8 inhibition - 0.6783 67.83%
CYP inhibitory promiscuity + 0.5160 51.60%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8225 82.25%
Carcinogenicity (trinary) Non-required 0.6909 69.09%
Eye corrosion - 0.9671 96.71%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.6692 66.92%
Skin corrosion - 0.9308 93.08%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6470 64.70%
Micronuclear - 0.7082 70.82%
Hepatotoxicity - 0.5176 51.76%
skin sensitisation - 0.7441 74.41%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.7732 77.32%
Acute Oral Toxicity (c) III 0.6500 65.00%
Estrogen receptor binding + 0.6282 62.82%
Androgen receptor binding + 0.5483 54.83%
Thyroid receptor binding + 0.6582 65.82%
Glucocorticoid receptor binding + 0.7245 72.45%
Aromatase binding - 0.6072 60.72%
PPAR gamma + 0.5246 52.46%
Honey bee toxicity - 0.7621 76.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9828 98.28%

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 98.42% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.75% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.16% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.59% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.77% 95.56%
CHEMBL4208 P20618 Proteasome component C5 90.36% 90.00%
CHEMBL4302 P08183 P-glycoprotein 1 89.74% 92.98%
CHEMBL2581 P07339 Cathepsin D 89.45% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.76% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.27% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.24% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.58% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.24% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.65% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.30% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.26% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 80.48% 94.75%

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.
Aniba megaphylla

Cross-Links

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PubChem 442908
LOTUS LTS0118727
wikiData Q6808812