13-Hydroxy-12-methyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadecane-6,11-dione

Details

• Internal ID: 6fbac73b-d9eb-4662-b64d-03d23b7dfce1
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 13-hydroxy-12-methyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadecane-6,11-dione
• SMILES (Canonical): CC12C3C(CC4C(C35CCC1(OC5)O)CCCC4=O)OC2=O
• SMILES (Isomeric): CC12C3C(CC4C(C35CCC1(OC5)O)CCCC4=O)OC2=O
• InChI: InChI=1S/C17H22O5/c1-15-13-12(22-14(15)19)7-9-10(3-2-4-11(9)18)16(13)5-6-17(15,20)21-8-16/h9-10,12-13,20H,2-8H2,1H3
• InChI Key: UUEXLVLYJAIBND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 5
• 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	+	0.9818	98.18%
Caco-2	+	0.7454	74.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8364	83.64%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7114	71.14%
BSEP inhibitior	-	0.6534	65.34%
P-glycoprotein inhibitior	-	0.8603	86.03%
P-glycoprotein substrate	-	0.7014	70.14%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	-	0.9521	95.21%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	-	0.6810	68.10%
CYP inhibitory promiscuity	-	0.9938	99.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5991	59.91%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9463	94.63%
Skin irritation	-	0.6512	65.12%
Skin corrosion	-	0.8430	84.30%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6349	63.49%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.9213	92.13%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.4556	45.56%
Estrogen receptor binding	+	0.9239	92.39%
Androgen receptor binding	+	0.6409	64.09%
Thyroid receptor binding	+	0.6841	68.41%
Glucocorticoid receptor binding	+	0.8415	84.15%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.5655	56.55%
Honey bee toxicity	-	0.8594	85.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8417	84.17%

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	95.87%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.82%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.29%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	86.70%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.92%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.07%	93.03%

Plants that contains it

• Casimirella rupestris

Cross-Links

• PubChem: 162882090
• LOTUS: LTS0111956
• wikiData: Q104198922