2-Hydroxy-1,5,9-trimethyl-11,14,15-trioxatetracyclo[10.2.1.04,13.08,13]pentadecan-10-one

Details

• Internal ID: f76a5aff-9928-4322-a238-d46a39f66969
• Taxonomy: Organoheterocyclic compounds > Dioxolopyrans
• IUPAC Name: 2-hydroxy-1,5,9-trimethyl-11,14,15-trioxatetracyclo[10.2.1.04,13.08,13]pentadecan-10-one
• SMILES (Canonical): CC1CCC2C(C(=O)OC3C24C1CC(C(O3)(O4)C)O)C
• SMILES (Isomeric): CC1CCC2C(C(=O)OC3C24C1CC(C(O3)(O4)C)O)C
• InChI: InChI=1S/C15H22O5/c1-7-4-5-9-8(2)12(17)18-13-15(9)10(7)6-11(16)14(3,19-13)20-15/h7-11,13,16H,4-6H2,1-3H3
• InChI Key: NTBCVGIABGYJEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.43
• 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	+	0.9670	96.70%
Caco-2	+	0.7850	78.50%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6136	61.36%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9143	91.43%
P-glycoprotein inhibitior	-	0.8858	88.58%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	+	0.6655	66.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.8841	88.41%
CYP2C9 inhibition	-	0.9516	95.16%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9651	96.51%
CYP1A2 inhibition	-	0.6579	65.79%
CYP2C8 inhibition	-	0.8326	83.26%
CYP inhibitory promiscuity	-	0.9919	99.19%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9593	95.93%
Skin irritation	+	0.5184	51.84%
Skin corrosion	-	0.8227	82.27%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7345	73.45%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4880	48.80%
Acute Oral Toxicity (c)	III	0.3727	37.27%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.7283	72.83%
Glucocorticoid receptor binding	+	0.7695	76.95%
Aromatase binding	+	0.5288	52.88%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8258	82.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8879	88.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.53%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.18%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.04%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.06%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	80.97%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	80.78%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.28%	92.94%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 5320816
• LOTUS: LTS0211892
• wikiData: Q105185343