2,3,5,7-Tetramethoxyphenanthrene

Details

• Internal ID: 4b64a160-a1f1-42fd-aba4-ca80f9a80b61
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 2,3,5,7-tetramethoxyphenanthrene
• SMILES (Canonical): COC1=CC(=C2C(=C1)C=CC3=CC(=C(C=C32)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=C2C(=C1)C=CC3=CC(=C(C=C32)OC)OC)OC
• InChI: InChI=1S/C18H18O4/c1-19-13-7-12-6-5-11-8-15(20-2)16(21-3)10-14(11)18(12)17(9-13)22-4/h5-10H,1-4H3
• InChI Key: FZHIPPXJJHNYSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9514	95.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8414	84.14%
P-glycoprotein inhibitior	-	0.5836	58.36%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	-	0.6413	64.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5092	50.92%
CYP3A4 inhibition	-	0.5365	53.65%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.6154	61.54%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	+	0.9676	96.76%
CYP2C8 inhibition	+	0.4460	44.60%
CYP inhibitory promiscuity	+	0.6937	69.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.4541	45.41%
Eye corrosion	-	0.9691	96.91%
Eye irritation	+	0.8965	89.65%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7087	70.87%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.5460	54.60%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7216	72.16%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.8992	89.92%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	+	0.8041	80.41%
Glucocorticoid receptor binding	+	0.8196	81.96%
Aromatase binding	+	0.8123	81.23%
PPAR gamma	-	0.5055	50.55%
Honey bee toxicity	-	0.9367	93.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.9500	95.00%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.53%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.27%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.92%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.38%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.48%	89.62%
CHEMBL2535	P11166	Glucose transporter	86.45%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.31%	91.11%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.38%	92.38%
CHEMBL1907	P15144	Aminopeptidase N	84.22%	93.31%
CHEMBL4208	P20618	Proteasome component C5	83.16%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.21%	92.62%

Plants that contains it

• Agrostophyllum callosum

Cross-Links

• PubChem: 101995283
• LOTUS: LTS0016681
• wikiData: Q105004930