Cephalocerone

Details

• Internal ID: c2294fe4-a53d-497f-909c-c38584f85107
• Taxonomy: Phenylpropanoids and polyketides > Aurone flavonoids
• IUPAC Name: (7Z)-7-benzylidene-4-hydroxyfuro[2,3-g][1,3]benzodioxol-8-one
• SMILES (Canonical): C1OC2=C(O1)C3=C(C=C2O)OC(=CC4=CC=CC=C4)C3=O
• SMILES (Isomeric): C1OC2=C(O1)C3=C(C=C2O)O/C(=C\C4=CC=CC=C4)/C3=O
• InChI: InChI=1S/C16H10O5/c17-10-7-11-13(16-15(10)19-8-20-16)14(18)12(21-11)6-9-4-2-1-3-5-9/h1-7,17H,8H2/b12-6-
• InChI Key: KLYHONUCJQKOKE-SDQBBNPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₅
• Molecular Weight: 282.25 g/mol
• Exact Mass: 282.05282342 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 4,5-Methylenedioxy-6-hydroxyaurone
• 135383-79-8
• (7Z)-7-benzylidene-4-hydroxyfuro[2,3-g][1,3]benzodioxol-8-one
• (Z)-4-Hydroxy-7-(phenylmethylene)-furo[3,2-e]-1,3-benzodioxol-8(7H)-one
• C08722
• CHEBI:1749
• DTXSID10415101
• LMPK12130053
• Q27105503
• (7Z)-7-benzylidene-4-hydroxy-2H-furo[3,2-e][1,3]benzodioxol-8(7H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.5423	54.23%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7641	76.41%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7261	72.61%
P-glycoprotein inhibitior	-	0.4800	48.00%
P-glycoprotein substrate	-	0.9747	97.47%
CYP3A4 substrate	-	0.6144	61.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	+	0.5871	58.71%
CYP2C9 inhibition	+	0.6513	65.13%
CYP2C19 inhibition	+	0.6256	62.56%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.6511	65.11%
CYP2C8 inhibition	-	0.8087	80.87%
CYP inhibitory promiscuity	+	0.7634	76.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4338	43.38%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.9774	97.74%
Skin irritation	-	0.5242	52.42%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7431	74.31%
Micronuclear	+	0.8274	82.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.5896	58.96%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4729	47.29%
Acute Oral Toxicity (c)	II	0.3273	32.73%
Estrogen receptor binding	+	0.8569	85.69%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.6704	67.04%
Aromatase binding	+	0.7573	75.73%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.8581	85.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

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	98.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.00%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.72%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	92.43%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.73%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.17%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.45%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.56%	93.99%

Plants that contains it

• Cephalocereus senilis

Cross-Links

• PubChem: 5281293
• LOTUS: LTS0177246
• wikiData: Q27105503