2-Oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,9,11,13-heptaene-5,6,13-triol

Details

• Internal ID: 65350604-fae1-4036-b59d-3f0eb968a4ab
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,9,11,13-heptaene-5,6,13-triol
• SMILES (Canonical): C1C2=C3C(=CC(=C2O)O)C=CC4=CC(=CC(=C43)O1)O
• SMILES (Isomeric): C1C2=C3C(=CC(=C2O)O)C=CC4=CC(=CC(=C43)O1)O
• InChI: InChI=1S/C15H10O4/c16-9-3-7-1-2-8-4-11(17)15(18)10-6-19-12(5-9)14(7)13(8)10/h1-5,16-18H,6H2
• InChI Key: MTRFCDQKOSYOHP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8442	84.42%
Caco-2	-	0.6064	60.64%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6609	66.09%
OATP2B1 inhibitior	-	0.7064	70.64%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6898	68.98%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.9439	94.39%
CYP3A4 substrate	-	0.6350	63.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3975	39.75%
CYP3A4 inhibition	-	0.9246	92.46%
CYP2C9 inhibition	+	0.5147	51.47%
CYP2C19 inhibition	-	0.5736	57.36%
CYP2D6 inhibition	-	0.8184	81.84%
CYP1A2 inhibition	+	0.8370	83.70%
CYP2C8 inhibition	-	0.6577	65.77%
CYP inhibitory promiscuity	-	0.7609	76.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5397	53.97%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.9847	98.47%
Skin irritation	-	0.6167	61.67%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6671	66.71%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8052	80.52%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6777	67.77%
Acute Oral Toxicity (c)	III	0.3619	36.19%
Estrogen receptor binding	+	0.6562	65.62%
Androgen receptor binding	+	0.8668	86.68%
Thyroid receptor binding	+	0.7271	72.71%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	+	0.5272	52.72%
PPAR gamma	+	0.8526	85.26%
Honey bee toxicity	-	0.9502	95.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8772	87.72%

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	99.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	91.62%	91.49%
CHEMBL4208	P20618	Proteasome component C5	88.39%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.71%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.47%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.25%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.23%	93.40%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.17%	96.12%
CHEMBL3194	P02766	Transthyretin	83.65%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.24%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%

Plants that contains it

• Phalaenopsis equestris

Cross-Links

• PubChem: 85798983
• LOTUS: LTS0250393
• wikiData: Q105171824