Cordiaquinol I

Details

• Internal ID: 628bd8d1-3881-4ac7-b108-0da0e1652a68
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 5,8-dihydroxy-1,4a-dimethyl-4,10-dihydro-3H-anthracene-2,9-dione
• SMILES (Canonical): CC1=C2C(=O)C3=C(C=CC(=C3CC2(CCC1=O)C)O)O
• SMILES (Isomeric): CC1=C2C(=O)C3=C(C=CC(=C3CC2(CCC1=O)C)O)O
• InChI: InChI=1S/C16H16O4/c1-8-10(17)5-6-16(2)7-9-11(18)3-4-12(19)13(9)15(20)14(8)16/h3-4,18-19H,5-7H2,1-2H3
• InChI Key: KPLPHSYSTFAUQF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• rac-cordiaquinol I
• CHEMBL255104
• 5,8-Dihydroxy-1,4a-dimethyl-4,10-dihydro-3H-anthracene-2,9-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7594	75.94%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8975	89.75%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.8737	87.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6249	62.49%
BSEP inhibitior	-	0.7521	75.21%
P-glycoprotein inhibitior	-	0.9671	96.71%
P-glycoprotein substrate	-	0.9167	91.67%
CYP3A4 substrate	+	0.5340	53.40%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.7099	70.99%
CYP2C9 inhibition	-	0.6836	68.36%
CYP2C19 inhibition	-	0.7637	76.37%
CYP2D6 inhibition	-	0.8441	84.41%
CYP1A2 inhibition	+	0.8194	81.94%
CYP2C8 inhibition	-	0.8888	88.88%
CYP inhibitory promiscuity	-	0.7050	70.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8511	85.11%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7423	74.23%
Skin irritation	-	0.5445	54.45%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7463	74.63%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5025	50.25%
skin sensitisation	-	0.7291	72.91%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6699	66.99%
Acute Oral Toxicity (c)	III	0.4927	49.27%
Estrogen receptor binding	-	0.5852	58.52%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	-	0.7636	76.36%
Glucocorticoid receptor binding	+	0.5648	56.48%
Aromatase binding	-	0.6526	65.26%
PPAR gamma	+	0.6638	66.38%
Honey bee toxicity	-	0.9399	93.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.54%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.43%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.73%	99.15%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.97%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	80.95%	94.75%
CHEMBL4208	P20618	Proteasome component C5	80.90%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.59%	96.67%

Plants that contains it

• Cordia fragrantissima

Cross-Links

• PubChem: 24770027
• LOTUS: LTS0142698
• wikiData: Q105144281