(13R)-6,13-dimethyl-15,18-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,12(17)-hexaene-11,16-dione

Details

• Internal ID: c9ecc10c-ffc9-485a-9786-f993b36aeeba
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (13R)-6,13-dimethyl-15,18-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,12(17)-hexaene-11,16-dione
• SMILES (Canonical): CC1COC(=O)C2=C1C(=O)C3=C(O2)C4=CC=CC(=C4C=C3)C
• SMILES (Isomeric): C[C@H]1COC(=O)C2=C1C(=O)C3=C(O2)C4=CC=CC(=C4C=C3)C
• InChI: InChI=1S/C18H14O4/c1-9-4-3-5-12-11(9)6-7-13-15(19)14-10(2)8-21-18(20)17(14)22-16(12)13/h3-7,10H,8H2,1-2H3/t10-/m0/s1
• InChI Key: JKXNGDLZOMUEBL-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₄
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.7469	74.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.9496	94.96%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7933	79.33%
P-glycoprotein inhibitior	+	0.6898	68.98%
P-glycoprotein substrate	-	0.5646	56.46%
CYP3A4 substrate	+	0.5518	55.18%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	-	0.7249	72.49%
CYP2C9 inhibition	+	0.5160	51.60%
CYP2C19 inhibition	-	0.6229	62.29%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	+	0.7379	73.79%
CYP2C8 inhibition	-	0.8100	81.00%
CYP inhibitory promiscuity	-	0.7606	76.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6535	65.35%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7200	72.00%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4588	45.88%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7495	74.95%
Acute Oral Toxicity (c)	III	0.6015	60.15%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.8304	83.04%
Thyroid receptor binding	-	0.6250	62.50%
Glucocorticoid receptor binding	+	0.7748	77.48%
Aromatase binding	+	0.6711	67.11%
PPAR gamma	+	0.6357	63.57%
Honey bee toxicity	-	0.8982	89.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.85%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.80%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.18%	94.80%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.32%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.44%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.63%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.62%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 162991142
• LOTUS: LTS0116433
• wikiData: Q105130567