9-Hydroxy-5,7,7-trimethyl-1,4,6,8,8a,9-hexahydroazuleno[5,6-c]furan-3-one

Details

• Internal ID: 57156200-2153-4fdc-a65a-3a851d0f069b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9-hydroxy-5,7,7-trimethyl-1,4,6,8,8a,9-hexahydroazuleno[5,6-c]furan-3-one
• SMILES (Canonical): CC1=C2CC(CC2C(C3=C(C1)C(=O)OC3)O)(C)C
• SMILES (Isomeric): CC1=C2CC(CC2C(C3=C(C1)C(=O)OC3)O)(C)C
• InChI: InChI=1S/C15H20O3/c1-8-4-9-12(7-18-14(9)17)13(16)11-6-15(2,3)5-10(8)11/h11,13,16H,4-7H2,1-3H3
• InChI Key: NSTRZEDMEPEPFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	+	0.6551	65.51%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6821	68.21%
OATP2B1 inhibitior	-	0.8449	84.49%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7556	75.56%
P-glycoprotein inhibitior	-	0.8616	86.16%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8860	88.60%
CYP2C9 inhibition	-	0.5973	59.73%
CYP2C19 inhibition	-	0.6793	67.93%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.5264	52.64%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	-	0.8619	86.19%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5430	54.30%
Eye corrosion	-	0.9666	96.66%
Eye irritation	-	0.5852	58.52%
Skin irritation	-	0.6474	64.74%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3812	38.12%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6995	69.95%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6380	63.80%
Acute Oral Toxicity (c)	III	0.4908	49.08%
Estrogen receptor binding	-	0.6273	62.73%
Androgen receptor binding	-	0.5977	59.77%
Thyroid receptor binding	-	0.6241	62.41%
Glucocorticoid receptor binding	+	0.5630	56.30%
Aromatase binding	-	0.7922	79.22%
PPAR gamma	-	0.6203	62.03%
Honey bee toxicity	-	0.8539	85.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	94.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.85%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.72%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.65%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.72%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.84%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	81.19%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	80.05%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14314437
• LOTUS: LTS0113213
• wikiData: Q105185241