5-Hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadeca-10,15-diene-7,14-dione

Details

• Internal ID: 260884e5-4fc6-4022-8cf7-c7edbd2fb974
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadeca-10,15-diene-7,14-dione
• SMILES (Canonical): CC12C3C(C=C4COC(=O)C=C4C3(C5C(C1O)O5)C)OC2=O
• SMILES (Isomeric): CC12C3C(C=C4COC(=O)C=C4C3(C5C(C1O)O5)C)OC2=O
• InChI: InChI=1S/C16H16O6/c1-15-7-4-9(17)20-5-6(7)3-8-11(15)16(2,14(19)21-8)12(18)10-13(15)22-10/h3-4,8,10-13,18H,5H2,1-2H3
• InChI Key: UBQJSYFOVWBSFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	-	0.5946	59.46%
Blood Brain Barrier	+	0.5839	58.39%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7791	77.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7298	72.98%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.6354	63.54%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.7713	77.13%
CYP2C9 inhibition	-	0.8403	84.03%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8349	83.49%
CYP2C8 inhibition	-	0.8878	88.78%
CYP inhibitory promiscuity	-	0.8129	81.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4688	46.88%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9014	90.14%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7251	72.51%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7332	73.32%
Acute Oral Toxicity (c)	I	0.3723	37.23%
Estrogen receptor binding	+	0.6051	60.51%
Androgen receptor binding	+	0.5434	54.34%
Thyroid receptor binding	-	0.6449	64.49%
Glucocorticoid receptor binding	+	0.5557	55.57%
Aromatase binding	-	0.5246	52.46%
PPAR gamma	+	0.6570	65.70%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9186	91.86%

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	93.70%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.03%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.43%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	86.37%	92.51%
CHEMBL2581	P07339	Cathepsin D	85.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.46%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.85%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5256315
• LOTUS: LTS0144381
• wikiData: Q105269586