(1S,9R,12S,16S)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7,14-triene-4,11-dione

Details

• Internal ID: db594c3b-ee06-4cfc-9526-517f6c7265d1
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,9R,12S,16S)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7,14-triene-4,11-dione
• InChI: InChI=1S/C16H16O4/c1-15-4-3-5-16(2)13(15)11(20-14(16)18)6-9-8-19-12(17)7-10(9)15/h3-4,6-7,11,13H,5,8H2,1-2H3/t11-,13+,15-,16+/m1/s1
• InChI Key: MBIOLILLUPAUBU-JMGFVUJMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.92
• 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	+	0.9914	99.14%
Caco-2	+	0.6893	68.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8465	84.65%
P-glycoprotein inhibitior	-	0.8786	87.86%
P-glycoprotein substrate	-	0.6567	65.67%
CYP3A4 substrate	+	0.5684	56.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.6530	65.30%
CYP2C9 inhibition	-	0.6644	66.44%
CYP2C19 inhibition	-	0.8033	80.33%
CYP2D6 inhibition	-	0.8888	88.88%
CYP1A2 inhibition	-	0.5239	52.39%
CYP2C8 inhibition	-	0.7662	76.62%
CYP inhibitory promiscuity	-	0.5279	52.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4445	44.45%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.9569	95.69%
Skin irritation	-	0.5955	59.55%
Skin corrosion	-	0.8729	87.29%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8136	81.36%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7802	78.02%
skin sensitisation	-	0.6618	66.18%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6575	65.75%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.6724	67.24%
Androgen receptor binding	+	0.5217	52.17%
Thyroid receptor binding	-	0.7099	70.99%
Glucocorticoid receptor binding	-	0.4772	47.72%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.95%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.15%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.16%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.89%	91.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.69%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162851056
• LOTUS: LTS0205956
• wikiData: Q105160783