1-(Hydroxymethyl)-9-methoxy-7-methylphenanthrene-3,6-diol

Details

• Internal ID: baacb933-cd50-48e9-8de8-babaa9f4da08
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 1-(hydroxymethyl)-9-methoxy-7-methylphenanthrene-3,6-diol
• SMILES (Canonical): CC1=CC2=C(C=C1O)C3=CC(=CC(=C3C=C2OC)CO)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C3=CC(=CC(=C3C=C2OC)CO)O
• InChI: InChI=1S/C17H16O4/c1-9-3-15-14(6-16(9)20)13-5-11(19)4-10(8-18)12(13)7-17(15)21-2/h3-7,18-20H,8H2,1-2H3
• InChI Key: MMSPECXNGYRUTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.6151	61.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	0.5616	56.16%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6475	64.75%
P-glycoprotein inhibitior	-	0.9050	90.50%
P-glycoprotein substrate	-	0.7869	78.69%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.3970	39.70%
CYP3A4 inhibition	+	0.5355	53.55%
CYP2C9 inhibition	+	0.7149	71.49%
CYP2C19 inhibition	+	0.8030	80.30%
CYP2D6 inhibition	-	0.7344	73.44%
CYP1A2 inhibition	+	0.9280	92.80%
CYP2C8 inhibition	+	0.5334	53.34%
CYP inhibitory promiscuity	+	0.8242	82.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7550	75.50%
Carcinogenicity (trinary)	Non-required	0.6602	66.02%
Eye corrosion	-	0.9862	98.62%
Eye irritation	+	0.7810	78.10%
Skin irritation	-	0.7759	77.59%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4839	48.39%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7148	71.48%
Acute Oral Toxicity (c)	III	0.6038	60.38%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.5796	57.96%
Thyroid receptor binding	+	0.6642	66.42%
Glucocorticoid receptor binding	+	0.8270	82.70%
Aromatase binding	+	0.7435	74.35%
PPAR gamma	+	0.7803	78.03%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9367	93.67%

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	97.88%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.18%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.12%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.74%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.49%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.49%	91.79%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.94%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	84.11%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.72%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.48%	93.99%
CHEMBL2535	P11166	Glucose transporter	82.78%	98.75%

Plants that contains it

• Tannodia perrieri

Cross-Links

• PubChem: 10401607
• LOTUS: LTS0059502
• wikiData: Q105168041