2-[(2E,4Z)-hexa-2,4-dien-2-yl]-11-hydroxy-5-methylnaphtho[2,3-h]chromene-4,7,12-trione

Details

• Internal ID: e770864f-3475-42b3-8eea-3ac582b12f15
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-[(2E,4Z)-hexa-2,4-dien-2-yl]-11-hydroxy-5-methylnaphtho[2,3-h]chromene-4,7,12-trione
• InChI: InChI=1S/C24H18O5/c1-4-5-7-12(2)18-11-17(26)19-13(3)10-15-21(24(19)29-18)23(28)20-14(22(15)27)8-6-9-16(20)25/h4-11,25H,1-3H3/b5-4-,12-7+
• InChI Key: ZXIQVHNSLVXOKG-HCRNJAACSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₅
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.11542367 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6436	64.36%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7609	76.09%
OATP2B1 inhibitior	+	0.5611	56.11%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9840	98.40%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7488	74.88%
P-glycoprotein inhibitior	-	0.4734	47.34%
P-glycoprotein substrate	-	0.6074	60.74%
CYP3A4 substrate	+	0.5752	57.52%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	+	0.5108	51.08%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5464	54.64%
CYP2D6 inhibition	-	0.8776	87.76%
CYP1A2 inhibition	+	0.8615	86.15%
CYP2C8 inhibition	-	0.6190	61.90%
CYP inhibitory promiscuity	+	0.6363	63.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5713	57.13%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.6509	65.09%
Skin irritation	-	0.6239	62.39%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	+	0.7677	76.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.4582	45.82%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7672	76.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5371	53.71%
Acute Oral Toxicity (c)	II	0.5583	55.83%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.7933	79.33%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	+	0.6247	62.47%
Aromatase binding	+	0.5509	55.09%
PPAR gamma	+	0.7884	78.84%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.05%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	99.00%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	97.16%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.21%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.15%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.06%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.77%	93.65%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.26%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.50%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.13%	94.75%
CHEMBL2535	P11166	Glucose transporter	84.30%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.24%	95.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.32%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102444283
• LOTUS: LTS0218843
• wikiData: Q104403386