spiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,7'-2,7a-dihydro-1aH-naphtho[2,3-b]oxirene]-2',3'-diol

Details

• Internal ID: 7a09fd79-67ed-40e4-bbeb-d8448f2a941b
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: spiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,7'-2,7a-dihydro-1aH-naphtho[2,3-b]oxirene]-2',3'-diol
• SMILES (Canonical): C1=CC2=C3C(=C1)OC4(C5C(O5)C(C6=C4C=CC=C6O)O)OC3=CC=C2
• SMILES (Isomeric): C1=CC2=C3C(=C1)OC4(C5C(O5)C(C6=C4C=CC=C6O)O)OC3=CC=C2
• InChI: InChI=1S/C20H14O5/c21-12-7-3-6-11-16(12)17(22)18-19(23-18)20(11)24-13-8-1-4-10-5-2-9-14(25-20)15(10)13/h1-9,17-19,21-22H
• InChI Key: HDSAIJZBOBVWLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₅
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.08412354 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.98
• 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	+	0.7809	78.09%
Caco-2	-	0.5406	54.06%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4838	48.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.8852	88.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5793	57.93%
P-glycoprotein inhibitior	-	0.6769	67.69%
P-glycoprotein substrate	-	0.8560	85.60%
CYP3A4 substrate	+	0.5064	50.64%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7343	73.43%
CYP3A4 inhibition	-	0.7342	73.42%
CYP2C9 inhibition	-	0.7705	77.05%
CYP2C19 inhibition	-	0.6580	65.80%
CYP2D6 inhibition	-	0.8692	86.92%
CYP1A2 inhibition	-	0.8164	81.64%
CYP2C8 inhibition	-	0.6071	60.71%
CYP inhibitory promiscuity	-	0.8066	80.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6521	65.21%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.6709	67.09%
Skin irritation	-	0.5110	51.10%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6850	68.50%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7343	73.43%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.4321	43.21%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	+	0.5979	59.79%
Thyroid receptor binding	+	0.7147	71.47%
Glucocorticoid receptor binding	+	0.5782	57.82%
Aromatase binding	+	0.7350	73.50%
PPAR gamma	+	0.8531	85.31%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8199	81.99%

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	98.46%	91.11%
CHEMBL240	Q12809	HERG	95.12%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.15%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.80%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	83.69%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.22%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.97%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL3959	P16083	Quinone reductase 2	80.20%	89.49%

Plants that contains it

• Jatropha curcas

Cross-Links

• PubChem: 78297924
• LOTUS: LTS0049465
• wikiData: Q105026510