6-(1-Hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7,13-triene-4,11-dione

Details

• Internal ID: 64581032-d7c5-4971-8544-d385a95feb9b
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7,13-triene-4,11-dione
• SMILES (Canonical): CC(CO)C1C2=CC3C4C(C2=CC(=O)O1)(CC=CC4(C(=O)O3)C)C
• SMILES (Isomeric): CC(CO)C1C2=CC3C4C(C2=CC(=O)O1)(CC=CC4(C(=O)O3)C)C
• InChI: InChI=1S/C19H22O5/c1-10(9-20)15-11-7-13-16-18(2,12(11)8-14(21)24-15)5-4-6-19(16,3)17(22)23-13/h4,6-8,10,13,15-16,20H,5,9H2,1-3H3
• InChI Key: YOZWSTMXXFDWHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	+	0.5501	55.01%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7245	72.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6582	65.82%
P-glycoprotein inhibitior	-	0.6490	64.90%
P-glycoprotein substrate	-	0.5977	59.77%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.6780	67.80%
CYP2C9 inhibition	-	0.7094	70.94%
CYP2C19 inhibition	-	0.8726	87.26%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.6402	64.02%
CYP2C8 inhibition	-	0.7639	76.39%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5334	53.34%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9799	97.99%
Skin irritation	-	0.5507	55.07%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7498	74.98%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5787	57.87%
skin sensitisation	-	0.7589	75.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5665	56.65%
Acute Oral Toxicity (c)	III	0.4723	47.23%
Estrogen receptor binding	+	0.5542	55.42%
Androgen receptor binding	+	0.6063	60.63%
Thyroid receptor binding	-	0.5819	58.19%
Glucocorticoid receptor binding	+	0.6778	67.78%
Aromatase binding	-	0.5225	52.25%
PPAR gamma	+	0.5616	56.16%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9321	93.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.31%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.41%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.70%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.53%	86.92%

Plants that contains it

• Nageia nagi

Cross-Links

• PubChem: 163048679
• LOTUS: LTS0175326
• wikiData: Q105351614