3a-Methoxy-1,4,8a-trimethyl-6-propan-2-yl-3,4,5,5a,6,7,8,9-octahydrocyclopenta[f]azulen-2-one

Details

• Internal ID: 90c920d5-b3ef-43df-b58e-4f15b29fec05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 3a-methoxy-1,4,8a-trimethyl-6-propan-2-yl-3,4,5,5a,6,7,8,9-octahydrocyclopenta[f]azulen-2-one
• SMILES (Canonical): CC1CC2C(CCC2(CC3=C(C(=O)CC13OC)C)C)C(C)C
• SMILES (Isomeric): CC1CC2C(CCC2(CC3=C(C(=O)CC13OC)C)C)C(C)C
• InChI: InChI=1S/C20H32O2/c1-12(2)15-7-8-19(5)10-17-14(4)18(21)11-20(17,22-6)13(3)9-16(15)19/h12-13,15-16H,7-11H2,1-6H3
• InChI Key: ZGZFHKWNKILOSS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8894	88.94%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6208	62.08%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6705	67.05%
P-glycoprotein inhibitior	-	0.5862	58.62%
P-glycoprotein substrate	-	0.7444	74.44%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.7374	73.74%
CYP2C19 inhibition	-	0.5883	58.83%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.6291	62.91%
CYP2C8 inhibition	-	0.8389	83.89%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4878	48.78%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.7909	79.09%
Skin irritation	+	0.5329	53.29%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5094	50.94%
skin sensitisation	+	0.4814	48.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5396	53.96%
Acute Oral Toxicity (c)	III	0.5750	57.50%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.6445	64.45%
Thyroid receptor binding	+	0.7006	70.06%
Glucocorticoid receptor binding	+	0.6659	66.59%
Aromatase binding	-	0.5085	50.85%
PPAR gamma	+	0.5793	57.93%
Honey bee toxicity	-	0.6116	61.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	94.00%	96.09%
CHEMBL1871	P10275	Androgen Receptor	92.99%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	92.92%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.87%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.08%	85.14%
CHEMBL4072	P07858	Cathepsin B	89.93%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.33%	86.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.28%	97.14%
CHEMBL1902	P62942	FK506-binding protein 1A	85.80%	97.05%
CHEMBL2996	Q05655	Protein kinase C delta	85.53%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.44%	96.47%
CHEMBL2581	P07339	Cathepsin D	83.23%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.85%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.76%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.58%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.88%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.82%	82.69%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.35%	94.80%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.14%	93.04%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.70%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.16%	95.89%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.02%	92.95%

Plants that contains it

• Plicanthus hirtellus

Cross-Links

• PubChem: 162882448
• LOTUS: LTS0078509
• wikiData: Q105375515