4-Hydroxy-2,3,6,7-tetramethoxy-9,10-dihydrophenanthrene

Details

• Internal ID: 5952d8d8-7de1-4be0-b875-767fadd6137b
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 2,3,6,7-tetramethoxy-9,10-dihydrophenanthren-4-ol
• SMILES (Canonical): COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)O)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)O)OC)OC)OC
• InChI: InChI=1S/C18H20O5/c1-20-13-7-10-5-6-11-8-15(22-3)18(23-4)17(19)16(11)12(10)9-14(13)21-2/h7-9,19H,5-6H2,1-4H3
• InChI Key: WINFXCCVLVWQDW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.9391	93.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7701	77.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4660	46.60%
P-glycoprotein inhibitior	-	0.8067	80.67%
P-glycoprotein substrate	-	0.8962	89.62%
CYP3A4 substrate	+	0.5142	51.42%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.7907	79.07%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	+	0.5434	54.34%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	+	0.9226	92.26%
CYP2C8 inhibition	+	0.5670	56.70%
CYP inhibitory promiscuity	-	0.5602	56.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9797	97.97%
Eye irritation	+	0.5715	57.15%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4103	41.03%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7425	74.25%
Acute Oral Toxicity (c)	III	0.5318	53.18%
Estrogen receptor binding	+	0.9293	92.93%
Androgen receptor binding	-	0.6585	65.85%
Thyroid receptor binding	+	0.7560	75.60%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.6799	67.99%
PPAR gamma	+	0.5537	55.37%
Honey bee toxicity	-	0.9464	94.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9207	92.07%

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	96.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.12%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.16%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.80%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	86.81%	95.12%
CHEMBL1951	P21397	Monoamine oxidase A	86.61%	91.49%
CHEMBL2535	P11166	Glucose transporter	86.38%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.10%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.99%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.74%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	84.05%	91.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.22%	92.68%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 25172437
• LOTUS: LTS0261174
• wikiData: Q105306379