cynandione A

Details

• Internal ID: bc0cd467-2dd6-44cb-a144-67371eaeb1e6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenols
• IUPAC Name: 1-[3-(2-acetyl-3,6-dihydroxyphenyl)-2,4-dihydroxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C(C=C1)O)C2=C(C=CC(=C2C(=O)C)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C(C=C1)O)C2=C(C=CC(=C2C(=O)C)O)O)O
• InChI: InChI=1S/C16H14O6/c1-7(17)9-3-4-12(21)15(16(9)22)14-11(20)6-5-10(19)13(14)8(2)18/h3-6,19-22H,1-2H3
• InChI Key: DYQDHRLBSZIKEM-UHFFFAOYSA-N
• Popularity: 21 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 1,1'-(2',3,6,6'-Tetrahydroxy-[1,1'-biphenyl]-2,3'-diyl)diethanone
• 168706-29-4
• 2,3'-diacetyl-2',3,6,6'-tetrahydroxybiphenyl
• 1-[3-(2-ACETYL-3,6-DIHYDROXYPHENYL)-2,4-DIHYDROXYPHENYL]ETHANONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	+	0.5475	54.75%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9256	92.56%
OATP2B1 inhibitior	-	0.5571	55.71%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	+	0.7895	78.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7510	75.10%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.9507	95.07%
CYP3A4 substrate	-	0.6584	65.84%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.5603	56.03%
CYP2C9 inhibition	+	0.8448	84.48%
CYP2C19 inhibition	+	0.6266	62.66%
CYP2D6 inhibition	-	0.8222	82.22%
CYP1A2 inhibition	+	0.7876	78.76%
CYP2C8 inhibition	-	0.8825	88.25%
CYP inhibitory promiscuity	+	0.5778	57.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7230	72.30%
Carcinogenicity (trinary)	Non-required	0.7558	75.58%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.7127	71.27%
Skin irritation	-	0.6517	65.17%
Skin corrosion	-	0.7362	73.62%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7193	71.93%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.8407	84.07%
Estrogen receptor binding	+	0.8843	88.43%
Androgen receptor binding	-	0.5610	56.10%
Thyroid receptor binding	-	0.6340	63.40%
Glucocorticoid receptor binding	+	0.9019	90.19%
Aromatase binding	-	0.5220	52.20%
PPAR gamma	+	0.5539	55.39%
Honey bee toxicity	-	0.9526	95.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	96.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.92%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.10%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.48%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.08%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.13%	95.56%

Plants that contains it

• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 10063465
• NPASS: NPC85423
• LOTUS: LTS0064817
• wikiData: Q104251395