6-Methoxy-5H-4-oxa-pyrene-2,7-diol

Details

• Internal ID: 4072bd54-c9a3-4470-89ba-ed90b31c0b98
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5-methoxy-2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,9,11,13-heptaene-6,13-diol
• SMILES (Canonical): COC1=C(C=C2C=CC3=CC(=CC4=C3C2=C1CO4)O)O
• SMILES (Isomeric): COC1=C(C=C2C=CC3=CC(=CC4=C3C2=C1CO4)O)O
• InChI: InChI=1S/C16H12O4/c1-19-16-11-7-20-13-6-10(17)4-8-2-3-9(5-12(16)18)14(11)15(8)13/h2-6,17-18H,7H2,1H3
• InChI Key: SBFGLQBYWJJLEG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5-methoxy-2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,9,11,13-heptaene-6,13-diol
• 3-M-2,7-DPP
• 3-Methoxy-2,7-dihydroxy-5H-phenanthro[4,5-bcd]pyran
• 5H-phenanthro[4,5-bcd]pyran-2,7-diol, 6-methoxy-
• 6-methoxy-5H-naphtho[8,1,2-cde]chromene-2,7-diol
• InChI=1/C16H12O4/c1-19-16-11-7-20-13-6-10(17)4-8-2-3-9(5-12(16)18)14(11)15(8)13/h2-6,17-18H,7H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8932	89.32%
Caco-2	+	0.8342	83.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6788	67.88%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9831	98.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5600	56.00%
P-glycoprotein inhibitior	-	0.9315	93.15%
P-glycoprotein substrate	-	0.9195	91.95%
CYP3A4 substrate	-	0.5585	55.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4944	49.44%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	+	0.7024	70.24%
CYP2C19 inhibition	+	0.7669	76.69%
CYP2D6 inhibition	-	0.6721	67.21%
CYP1A2 inhibition	+	0.9172	91.72%
CYP2C8 inhibition	-	0.6675	66.75%
CYP inhibitory promiscuity	+	0.7717	77.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9843	98.43%
Eye irritation	+	0.8765	87.65%
Skin irritation	-	0.6994	69.94%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5159	51.59%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8851	88.51%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6517	65.17%
Acute Oral Toxicity (c)	III	0.7077	70.77%
Estrogen receptor binding	+	0.7797	77.97%
Androgen receptor binding	+	0.6664	66.64%
Thyroid receptor binding	+	0.6253	62.53%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.6802	68.02%
Honey bee toxicity	-	0.9217	92.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7631	76.31%

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	98.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL4208	P20618	Proteasome component C5	91.61%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.34%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.19%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.73%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.11%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.68%	99.15%

Plants that contains it

• Phalaenopsis equestris

Cross-Links

• PubChem: 636884
• LOTUS: LTS0020639
• wikiData: Q105249381