5',8'-Dihydroxyspiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,4'-4a,5,8,8a-tetrahydronaphthalene]-1'-one

Details

• Internal ID: 4c34729b-42a4-4e36-a8d7-60adcb6709f3
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 5',8'-dihydroxyspiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,4'-4a,5,8,8a-tetrahydronaphthalene]-1'-one
• InChI: InChI=1S/C20H16O5/c21-12-7-8-14(23)19-18(12)13(22)9-10-20(19)24-15-5-1-3-11-4-2-6-16(25-20)17(11)15/h1-10,12,14,18-19,21,23H
• InChI Key: LLKZNSIXLPVPBZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9583	95.83%
Caco-2	-	0.6347	63.47%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6572	65.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9688	96.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5523	55.23%
P-glycoprotein inhibitior	-	0.6843	68.43%
P-glycoprotein substrate	-	0.9061	90.61%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	+	0.6097	60.97%
CYP2C9 inhibition	-	0.5277	52.77%
CYP2C19 inhibition	-	0.7421	74.21%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.7746	77.46%
CYP2C8 inhibition	-	0.7789	77.89%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4388	43.88%
Eye corrosion	-	0.9739	97.39%
Eye irritation	-	0.5081	50.81%
Skin irritation	+	0.5810	58.10%
Skin corrosion	-	0.9809	98.09%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8338	83.38%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7603	76.03%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.4307	43.07%
Estrogen receptor binding	+	0.6645	66.45%
Androgen receptor binding	+	0.5695	56.95%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.5455	54.55%
Aromatase binding	+	0.5865	58.65%
PPAR gamma	+	0.8076	80.76%
Honey bee toxicity	-	0.8268	82.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9467	94.67%

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	97.34%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.37%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.31%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.59%	91.49%
CHEMBL230	P35354	Cyclooxygenase-2	82.89%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.84%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.99%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162957148
• LOTUS: LTS0112275
• wikiData: Q104171060