5,6,7,10-Tetramethoxyphenanthren-4-ol

Details

• Internal ID: 5e6fcecb-7dde-4ebe-b315-95315c451136
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5,6,7,10-tetramethoxyphenanthren-4-ol
• SMILES (Canonical): COC1=CC2=CC(=C3C=CC=C(C3=C2C(=C1OC)OC)O)OC
• SMILES (Isomeric): COC1=CC2=CC(=C3C=CC=C(C3=C2C(=C1OC)OC)O)OC
• InChI: InChI=1S/C18H18O5/c1-20-13-8-10-9-14(21-2)17(22-3)18(23-4)15(10)16-11(13)6-5-7-12(16)19/h5-9,19H,1-4H3
• InChI Key: IQUUXFOZWKSLBQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.73
• 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	+	0.9924	99.24%
Caco-2	+	0.8839	88.39%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7055	70.55%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6394	63.94%
P-glycoprotein inhibitior	-	0.6498	64.98%
P-glycoprotein substrate	-	0.7741	77.41%
CYP3A4 substrate	+	0.5235	52.35%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.6931	69.31%
CYP2C9 inhibition	-	0.9575	95.75%
CYP2C19 inhibition	-	0.6790	67.90%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	+	0.9154	91.54%
CYP2C8 inhibition	+	0.7848	78.48%
CYP inhibitory promiscuity	-	0.5444	54.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9802	98.02%
Eye irritation	+	0.7873	78.73%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4055	40.55%
Micronuclear	+	0.5918	59.18%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7855	78.55%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	+	0.9266	92.66%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	+	0.8153	81.53%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.7420	74.20%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	+	0.9529	95.29%

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	96.43%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.06%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.25%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.13%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	90.55%	90.20%
CHEMBL1937	Q92769	Histone deacetylase 2	87.69%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.57%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	86.14%	93.31%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.44%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.49%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.52%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%

Plants that contains it

• Maxillaria densa

Cross-Links

• PubChem: 162980546
• LOTUS: LTS0137337
• wikiData: Q103815909