1,3,6,8,10,11-Hexahydroxytetracene-5,12-dione

Details

• Internal ID: 4cd43870-3cea-4946-ac3f-e9c8a1499f61
• Taxonomy: Benzenoids > Naphthacenes > Tetracenequinones
• IUPAC Name: 1,3,6,8,10,11-hexahydroxytetracene-5,12-dione
• SMILES (Canonical): C1=C(C=C(C2=C1C(=C3C(=C2O)C(=O)C4=C(C3=O)C=C(C=C4O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C2=C1C(=C3C(=C2O)C(=O)C4=C(C3=O)C=C(C=C4O)O)O)O)O
• InChI: InChI=1S/C18H10O8/c19-5-1-7-11(9(21)3-5)17(25)14-13(15(7)23)16(24)8-2-6(20)4-10(22)12(8)18(14)26/h1-4,19-23,25H
• InChI Key: PHYUQMBGSCMYTB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₀O₈
• Molecular Weight: 354.30 g/mol
• Exact Mass: 354.03756727 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

• RefChem:917398
• BM2419-1
• BM 2419-1
• 1,3,6,8,10,11-hexahydroxytetracene-5,12-dione
• SCHEMBL8377685
• CHEBI:214837
• DTXSID901243462
• 220736-88-9
• 1,3,6,8,10,11-Hexahydroxy-5,12-naphthacenedione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.7589	75.89%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7686	76.86%
OATP2B1 inhibitior	-	0.5183	51.83%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8308	83.08%
P-glycoprotein inhibitior	-	0.9492	94.92%
P-glycoprotein substrate	-	0.9059	90.59%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.5609	56.09%
CYP2C9 inhibition	+	0.7909	79.09%
CYP2C19 inhibition	+	0.5138	51.38%
CYP2D6 inhibition	-	0.6834	68.34%
CYP1A2 inhibition	+	0.8742	87.42%
CYP2C8 inhibition	-	0.6975	69.75%
CYP inhibitory promiscuity	-	0.6363	63.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8096	80.96%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.9377	93.77%
Skin irritation	+	0.7224	72.24%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8856	88.56%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6305	63.05%
skin sensitisation	-	0.7151	71.51%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5831	58.31%
Acute Oral Toxicity (c)	III	0.6800	68.00%
Estrogen receptor binding	+	0.7057	70.57%
Androgen receptor binding	+	0.6298	62.98%
Thyroid receptor binding	-	0.6513	65.13%
Glucocorticoid receptor binding	+	0.7900	79.00%
Aromatase binding	-	0.5561	55.61%
PPAR gamma	+	0.7672	76.72%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	98.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.00%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.41%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.36%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.64%	99.23%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.43%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	82.81%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.07%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9819966
• LOTUS: LTS0222396
• wikiData: Q77562035