7,8-Dihydroxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione

Details

• Internal ID: e7903740-b61c-4b5e-9dcf-83f1684b3d9c
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > 1,8-naphthalic anhydrides
• IUPAC Name: 7,8-dihydroxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione
• InChI: InChI=1S/C18H10O5/c19-13-8-12-14-11(17(21)23-18(12)22)7-6-10(15(14)16(13)20)9-4-2-1-3-5-9/h1-8,19-20H
• InChI Key: ODZFJYLPTNQEQL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₀O₅
• Molecular Weight: 306.30 g/mol
• Exact Mass: 306.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8805	88.05%
Caco-2	-	0.7188	71.88%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7707	77.07%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7340	73.40%
P-glycoprotein inhibitior	-	0.7990	79.90%
P-glycoprotein substrate	-	0.9684	96.84%
CYP3A4 substrate	-	0.6348	63.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8008	80.08%
CYP3A4 inhibition	-	0.9208	92.08%
CYP2C9 inhibition	+	0.7753	77.53%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9659	96.59%
CYP1A2 inhibition	-	0.6613	66.13%
CYP2C8 inhibition	+	0.4699	46.99%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.9113	91.13%
Skin irritation	+	0.5207	52.07%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	+	0.5028	50.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.8712	87.12%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5875	58.75%
Acute Oral Toxicity (c)	II	0.7313	73.13%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.8430	84.30%
Thyroid receptor binding	-	0.6072	60.72%
Glucocorticoid receptor binding	+	0.7468	74.68%
Aromatase binding	+	0.5814	58.14%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.9323	93.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9717	97.17%

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	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.72%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.45%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.79%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.47%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.35%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.66%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.49%	94.73%
CHEMBL2424	Q04760	Glyoxalase I	80.05%	91.67%

Plants that contains it

• Lachnanthes caroliniana

Cross-Links

• PubChem: 162929112
• LOTUS: LTS0107652
• wikiData: Q105190122