5-(Hydroxymethyl)-1-methylphenanthrene-2,7-diol

Details

• Internal ID: 39bfd6ed-13bf-4599-9a97-19cc24cf8f5e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5-(hydroxymethyl)-1-methylphenanthrene-2,7-diol
• SMILES (Canonical): CC1=C(C=CC2=C1C=CC3=CC(=CC(=C32)CO)O)O
• SMILES (Isomeric): CC1=C(C=CC2=C1C=CC3=CC(=CC(=C32)CO)O)O
• InChI: InChI=1S/C16H14O3/c1-9-13-3-2-10-6-12(18)7-11(8-17)16(10)14(13)4-5-15(9)19/h2-7,17-19H,8H2,1H3
• InChI Key: YSNKFAHYHSTRNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6434	64.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5513	55.13%
P-glycoprotein inhibitior	-	0.9535	95.35%
P-glycoprotein substrate	-	0.8814	88.14%
CYP3A4 substrate	-	0.5562	55.62%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3532	35.32%
CYP3A4 inhibition	-	0.6970	69.70%
CYP2C9 inhibition	+	0.7720	77.20%
CYP2C19 inhibition	+	0.7702	77.02%
CYP2D6 inhibition	-	0.8518	85.18%
CYP1A2 inhibition	+	0.9141	91.41%
CYP2C8 inhibition	+	0.5370	53.70%
CYP inhibitory promiscuity	+	0.7947	79.47%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7620	76.20%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9846	98.46%
Eye irritation	+	0.8699	86.99%
Skin irritation	-	0.5865	58.65%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5728	57.28%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6332	63.32%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6794	67.94%
Acute Oral Toxicity (c)	III	0.5696	56.96%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	+	0.8214	82.14%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.9064	90.64%
Aromatase binding	+	0.7450	74.50%
PPAR gamma	+	0.7199	71.99%
Honey bee toxicity	-	0.9482	94.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9477	94.77%

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	98.88%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.60%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.84%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.92%	91.71%
CHEMBL4208	P20618	Proteasome component C5	86.39%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.63%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.46%	93.99%
CHEMBL2581	P07339	Cathepsin D	84.33%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.18%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.42%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.37%	94.45%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 102515806
• LOTUS: LTS0158391
• wikiData: Q105360106