1,2,3,4,6,7,8-heptahydroxy-10-oxo-9H-anthracene-9-carboxylic acid

Details

• Internal ID: b3fa1e32-c26a-4038-a299-60c868e128dd
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: 1,2,3,4,6,7,8-heptahydroxy-10-oxo-9H-anthracene-9-carboxylic acid
• SMILES (Canonical): C1=C2C(=C(C(=C1O)O)O)C(C3=C(C2=O)C(=C(C(=C3O)O)O)O)C(=O)O
• SMILES (Isomeric): C1=C2C(=C(C(=C1O)O)O)C(C3=C(C2=O)C(=C(C(=C3O)O)O)O)C(=O)O
• InChI: InChI=1S/C15H10O10/c16-3-1-2-4(10(19)9(3)18)6(15(24)25)5-7(8(2)17)12(21)14(23)13(22)11(5)20/h1,6,16,18-23H,(H,24,25)
• InChI Key: HCIMYUTVPGZTSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₁₀
• Molecular Weight: 350.23 g/mol
• Exact Mass: 350.02739651 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9117	91.17%
Caco-2	-	0.9060	90.60%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6388	63.88%
OATP2B1 inhibitior	-	0.6840	68.40%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9561	95.61%
P-glycoprotein inhibitior	-	0.9787	97.87%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	-	0.6146	61.46%
CYP2C9 substrate	-	0.8244	82.44%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	-	0.7877	78.77%
CYP2C19 inhibition	-	0.9756	97.56%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8011	80.11%
CYP2C8 inhibition	-	0.8545	85.45%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8975	89.75%
Carcinogenicity (trinary)	Non-required	0.5737	57.37%
Eye corrosion	-	0.9953	99.53%
Eye irritation	+	0.9173	91.73%
Skin irritation	+	0.7143	71.43%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5208	52.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.7897	78.97%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	+	0.4745	47.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5750	57.50%
Acute Oral Toxicity (c)	IV	0.4965	49.65%
Estrogen receptor binding	-	0.6183	61.83%
Androgen receptor binding	+	0.6088	60.88%
Thyroid receptor binding	-	0.6683	66.83%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	-	0.8916	89.16%
PPAR gamma	+	0.5271	52.71%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	97.37%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.30%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.32%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.03%	89.00%
CHEMBL3194	P02766	Transthyretin	87.00%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.27%	93.03%
CHEMBL1951	P21397	Monoamine oxidase A	85.71%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.67%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.57%	90.71%

Plants that contains it

• Rubus ulmifolius

Cross-Links

• PubChem: 102463860
• LOTUS: LTS0020672
• wikiData: Q105025702