9a-hydroxy-6,8,8-trimethyl-4,5,6,6a,7,9-hexahydro-1H-azuleno[4,5-c]furan-3-one

Details

• Internal ID: b20669b5-90d6-4db3-935f-1176a2b857bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 9a-hydroxy-6,8,8-trimethyl-4,5,6,6a,7,9-hexahydro-1H-azuleno[4,5-c]furan-3-one
• SMILES (Canonical): CC1CCC2=C(COC2=O)C3(C1CC(C3)(C)C)O
• SMILES (Isomeric): CC1CCC2=C(COC2=O)C3(C1CC(C3)(C)C)O
• InChI: InChI=1S/C15H22O3/c1-9-4-5-10-12(7-18-13(10)16)15(17)8-14(2,3)6-11(9)15/h9,11,17H,4-8H2,1-3H3
• InChI Key: VNDGSRHWEWETAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.44
• 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	+	0.9948	99.48%
Caco-2	+	0.7687	76.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7197	71.97%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8845	88.45%
P-glycoprotein inhibitior	-	0.8791	87.91%
P-glycoprotein substrate	-	0.8691	86.91%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.6173	61.73%
CYP2C19 inhibition	-	0.7278	72.78%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.5679	56.79%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.4817	48.17%
Skin irritation	-	0.5925	59.25%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4656	46.56%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.7652	76.52%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7503	75.03%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5194	51.94%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	-	0.6036	60.36%
Androgen receptor binding	+	0.6670	66.70%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	+	0.5386	53.86%
Aromatase binding	-	0.6880	68.80%
PPAR gamma	-	0.5807	58.07%
Honey bee toxicity	-	0.8461	84.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9518	95.18%

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	95.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.47%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.42%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.49%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.50%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.16%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.67%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56678150
• LOTUS: LTS0244799
• wikiData: Q104199612