2,7-Dihydroxy-8-methylphenanthrene-4-carbaldehyde

Details

• Internal ID: ac6d5a87-bb0d-4e50-8246-85f47930a118
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2,7-dihydroxy-8-methylphenanthrene-4-carbaldehyde
• SMILES (Canonical): CC1=C(C=CC2=C1C=CC3=CC(=CC(=C32)C=O)O)O
• SMILES (Isomeric): CC1=C(C=CC2=C1C=CC3=CC(=CC(=C32)C=O)O)O
• InChI: InChI=1S/C16H12O3/c1-9-13-3-2-10-6-12(18)7-11(8-17)16(10)14(13)4-5-15(9)19/h2-8,18-19H,1H3
• InChI Key: VTKYCHCADSWEBT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₃
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8617	86.17%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9044	90.44%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8002	80.02%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5726	57.26%
P-glycoprotein inhibitior	-	0.9436	94.36%
P-glycoprotein substrate	-	0.8847	88.47%
CYP3A4 substrate	-	0.5658	56.58%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.7274	72.74%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	+	0.8829	88.29%
CYP2C19 inhibition	+	0.6803	68.03%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	+	0.9532	95.32%
CYP2C8 inhibition	+	0.6967	69.67%
CYP inhibitory promiscuity	+	0.5416	54.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7735	77.35%
Carcinogenicity (trinary)	Non-required	0.4779	47.79%
Eye corrosion	-	0.9789	97.89%
Eye irritation	+	0.9562	95.62%
Skin irritation	+	0.7878	78.78%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7693	76.93%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5432	54.32%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5373	53.73%
Acute Oral Toxicity (c)	III	0.7841	78.41%
Estrogen receptor binding	+	0.8187	81.87%
Androgen receptor binding	+	0.8167	81.67%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.9006	90.06%
Aromatase binding	+	0.7620	76.20%
PPAR gamma	+	0.8075	80.75%
Honey bee toxicity	-	0.9456	94.56%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	98.63%	91.49%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.39%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.05%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	92.48%	98.35%
CHEMBL4208	P20618	Proteasome component C5	90.10%	90.00%
CHEMBL3194	P02766	Transthyretin	89.41%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.74%	90.24%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.25%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.24%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.59%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 101191858
• LOTUS: LTS0261605
• wikiData: Q105292814