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Amitenone

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 32dacb21-256e-4382-95af-acb81a1de474
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 2-[[2,5-dihydroxy-3,6-dioxo-4-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]cyclohexa-1,4-dien-1-yl]methyl]-3,6-dihydroxy-5-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]cyclohexa-2,5-diene-1,4-dione
SMILES (Canonical) CC(=CCCC(=CCCC(=CCCC(=CCC1=C(C(=O)C(=C(C1=O)O)CC2=C(C(=O)C(=C(C2=O)O)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)O)O)C)C)C)C
SMILES (Isomeric) CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CC1=C(C(=O)C(=C(C1=O)O)CC2=C(C(=O)C(=C(C2=O)O)C/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)O)O)/C)/C)/C)C
InChI InChI=1S/C53H72O8/c1-34(2)17-11-19-36(5)21-13-23-38(7)25-15-27-40(9)29-31-42-46(54)50(58)44(51(59)47(42)55)33-45-52(60)48(56)43(49(57)53(45)61)32-30-41(10)28-16-26-39(8)24-14-22-37(6)20-12-18-35(3)4/h17-18,21-22,25-26,29-30,54,56,59,61H,11-16,19-20,23-24,27-28,31-33H2,1-10H3/b36-21+,37-22+,38-25+,39-26+,40-29+,41-30+
InChI Key LJHHBOPEDAEYGJ-JULFZRGUSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C53H72O8
Molecular Weight 837.10 g/mol
Exact Mass 836.52271925 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 14.50
Atomic LogP (AlogP) 14.00
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 24

Synonyms

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Methylenediboviquinone-4,4
Methylenebis[2,5-dihydroxy-4-geranylgeranyl-3,6-benzoquinone]
Methylenebis(2,5-dihydroxy-4-all-trans-gerangeranyl-3,6-benzoquinone)
2,2'-Methylenebis[3,6-dihydroxy-5-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)]-2,5-cyclohexadiene-1,4-dione, 9CI

2D Structure

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2D Structure of Amitenone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 - 0.8507 85.07%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 0.5691 56.91%
OATP1B1 inhibitior + 0.9194 91.94%
OATP1B3 inhibitior + 0.8747 87.47%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6314 63.14%
BSEP inhibitior + 0.9219 92.19%
P-glycoprotein inhibitior + 0.7566 75.66%
P-glycoprotein substrate - 0.9442 94.42%
CYP3A4 substrate - 0.5513 55.13%
CYP2C9 substrate - 0.7931 79.31%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition - 0.7304 73.04%
CYP2C9 inhibition - 0.7084 70.84%
CYP2C19 inhibition - 0.7432 74.32%
CYP2D6 inhibition - 0.6938 69.38%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition - 0.9570 95.70%
CYP inhibitory promiscuity - 0.8080 80.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8950 89.50%
Carcinogenicity (trinary) Non-required 0.7001 70.01%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8919 89.19%
Skin irritation - 0.6372 63.72%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6523 65.23%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5051 50.51%
skin sensitisation - 0.5904 59.04%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.7466 74.66%
Acute Oral Toxicity (c) III 0.5882 58.82%
Estrogen receptor binding + 0.7714 77.14%
Androgen receptor binding + 0.5645 56.45%
Thyroid receptor binding + 0.5206 52.06%
Glucocorticoid receptor binding + 0.6885 68.85%
Aromatase binding + 0.5443 54.43%
PPAR gamma + 0.6885 68.85%
Honey bee toxicity - 0.8150 81.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 94.70% 92.08%
CHEMBL2581 P07339 Cathepsin D 94.21% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.34% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 89.35% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.76% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.76% 95.56%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.64% 83.57%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.15% 93.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.07% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.43% 90.71%

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.
Duranta erecta

Cross-Links

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PubChem 12306042
NPASS NPC23900
LOTUS LTS0101779
wikiData Q105152569