1,4-Bis(4-hydroxyphenyl)-1,3,3a,4,6,6a-hexahydropentalene-2,5-dione

Details

• Internal ID: cb980797-d7e1-4736-bb57-00c7bdbb7e7e
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 1,4-bis(4-hydroxyphenyl)-1,3,3a,4,6,6a-hexahydropentalene-2,5-dione
• SMILES (Canonical): C1C2C(CC(=O)C2C3=CC=C(C=C3)O)C(C1=O)C4=CC=C(C=C4)O
• SMILES (Isomeric): C1C2C(CC(=O)C2C3=CC=C(C=C3)O)C(C1=O)C4=CC=C(C=C4)O
• InChI: InChI=1S/C20H18O4/c21-13-5-1-11(2-6-13)19-15-9-18(24)20(16(15)10-17(19)23)12-3-7-14(22)8-4-12/h1-8,15-16,19-22H,9-10H2
• InChI Key: OQFYSXOKUCVHQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	-	0.5427	54.27%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8551	85.51%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5124	51.24%
P-glycoprotein inhibitior	-	0.7579	75.79%
P-glycoprotein substrate	-	0.9647	96.47%
CYP3A4 substrate	-	0.6405	64.05%
CYP2C9 substrate	-	0.5541	55.41%
CYP2D6 substrate	+	0.4102	41.02%
CYP3A4 inhibition	-	0.7182	71.82%
CYP2C9 inhibition	+	0.5329	53.29%
CYP2C19 inhibition	-	0.7417	74.17%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.5242	52.42%
CYP2C8 inhibition	-	0.8671	86.71%
CYP inhibitory promiscuity	-	0.7857	78.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4696	46.96%
Eye corrosion	-	0.9947	99.47%
Eye irritation	+	0.6740	67.40%
Skin irritation	-	0.5742	57.42%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.7053	70.53%
Human Ether-a-go-go-Related Gene inhibition	-	0.3821	38.21%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6795	67.95%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.8563	85.63%
Thyroid receptor binding	-	0.5988	59.88%
Glucocorticoid receptor binding	+	0.7272	72.72%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	+	0.5981	59.81%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	95.85%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.69%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.86%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.43%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.26%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%

Plants that contains it

• Cucumis sativus

Cross-Links

• PubChem: 163038939
• LOTUS: LTS0016221
• wikiData: Q105196769