Spiro[11-oxatricyclo[6.2.1.04,9]undec-6-ene-10,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-3,5-diol

Details

• Internal ID: c114050a-e8fa-4423-85eb-d71bd9106280
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: spiro[11-oxatricyclo[6.2.1.04,9]undec-6-ene-10,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-3,5-diol
• SMILES (Canonical): C1C(C2C(C=CC3C2C4(C1O3)OC5=CC=CC6=C5C(=CC=C6)O4)O)O
• SMILES (Isomeric): C1C(C2C(C=CC3C2C4(C1O3)OC5=CC=CC6=C5C(=CC=C6)O4)O)O
• InChI: InChI=1S/C20H18O5/c21-11-7-8-15-19-18(11)12(22)9-16(23-15)20(19)24-13-5-1-3-10-4-2-6-14(25-20)17(10)13/h1-8,11-12,15-16,18-19,21-22H,9H2
• InChI Key: JZDCBWJRBIWSGA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.00
• 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	+	0.8245	82.45%
Caco-2	-	0.5417	54.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4675	46.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6610	66.10%
P-glycoprotein inhibitior	-	0.7497	74.97%
P-glycoprotein substrate	-	0.8009	80.09%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7219	72.19%
CYP3A4 inhibition	+	0.5165	51.65%
CYP2C9 inhibition	-	0.8274	82.74%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.7414	74.14%
CYP1A2 inhibition	-	0.8523	85.23%
CYP2C8 inhibition	-	0.7091	70.91%
CYP inhibitory promiscuity	-	0.7122	71.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4274	42.74%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8380	83.80%
Skin irritation	-	0.6353	63.53%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4338	43.38%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5067	50.67%
skin sensitisation	-	0.7582	75.82%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7141	71.41%
Acute Oral Toxicity (c)	III	0.3565	35.65%
Estrogen receptor binding	+	0.7043	70.43%
Androgen receptor binding	+	0.5947	59.47%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	-	0.6299	62.99%
Aromatase binding	+	0.5456	54.56%
PPAR gamma	+	0.7422	74.22%
Honey bee toxicity	-	0.7647	76.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8027	80.27%

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	97.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.93%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.92%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.77%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.76%	97.79%
CHEMBL230	P35354	Cyclooxygenase-2	81.90%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162954685
• LOTUS: LTS0015256
• wikiData: Q104170022