6-Methylanthracene-1,2,8-triol

Details

• Internal ID: 6e745be5-92de-4d32-a416-3019114b8352
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 6-methylanthracene-1,2,8-triol
• SMILES (Canonical): CC1=CC2=C(C=C3C(=C2)C=CC(=C3O)O)C(=C1)O
• SMILES (Isomeric): CC1=CC2=C(C=C3C(=C2)C=CC(=C3O)O)C(=C1)O
• InChI: InChI=1S/C15H12O3/c1-8-4-10-6-9-2-3-13(16)15(18)12(9)7-11(10)14(17)5-8/h2-7,16-18H,1H3
• InChI Key: CBEBNXQBODNTIB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• NSC-112922
• CHEMBL1939839
• NSC-6152
• NSC112922
• NCI60_004975

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8169	81.69%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8006	80.06%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9688	96.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5607	56.07%
P-glycoprotein inhibitior	-	0.9472	94.72%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.6397	63.97%
CYP2C9 substrate	-	0.7911	79.11%
CYP2D6 substrate	-	0.6703	67.03%
CYP3A4 inhibition	-	0.9180	91.80%
CYP2C9 inhibition	+	0.6571	65.71%
CYP2C19 inhibition	-	0.7100	71.00%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	+	0.8971	89.71%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	-	0.5144	51.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7808	78.08%
Carcinogenicity (trinary)	Warning	0.5893	58.93%
Eye corrosion	-	0.9585	95.85%
Eye irritation	+	0.9349	93.49%
Skin irritation	+	0.7419	74.19%
Skin corrosion	-	0.7805	78.05%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6664	66.64%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.7256	72.56%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8760	87.60%
Acute Oral Toxicity (c)	III	0.6754	67.54%
Estrogen receptor binding	+	0.8768	87.68%
Androgen receptor binding	+	0.8476	84.76%
Thyroid receptor binding	+	0.8033	80.33%
Glucocorticoid receptor binding	+	0.9266	92.66%
Aromatase binding	+	0.7869	78.69%
PPAR gamma	+	0.6686	66.86%
Honey bee toxicity	-	0.9738	97.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.07%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.78%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.87%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.08%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.10%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.73%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.11%	93.65%

Plants that contains it

• Chrysanthemum indicum
• Frangula purshiana
• Reynoutria multiflora
• Rumex crispus
• Senna siamea
• Senna tora

Cross-Links

• PubChem: 221502
• NPASS: NPC176893