8a-Methyl-8-oxo-3-propan-2-yl-1,2,3,3a,6,7-hexahydroazulene-5-carbaldehyde

Details

• Internal ID: 710f444c-6570-4917-99d5-0f483e8acec4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 8a-methyl-8-oxo-3-propan-2-yl-1,2,3,3a,6,7-hexahydroazulene-5-carbaldehyde
• SMILES (Canonical): CC(C)C1CCC2(C1C=C(CCC2=O)C=O)C
• SMILES (Isomeric): CC(C)C1CCC2(C1C=C(CCC2=O)C=O)C
• InChI: InChI=1S/C15H22O2/c1-10(2)12-6-7-15(3)13(12)8-11(9-16)4-5-14(15)17/h8-10,12-13H,4-7H2,1-3H3
• InChI Key: VYPYFZUEGQREKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.16
• 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	+	0.9957	99.57%
Caco-2	+	0.8373	83.73%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5934	59.34%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8415	84.15%
P-glycoprotein inhibitior	-	0.9129	91.29%
P-glycoprotein substrate	-	0.9137	91.37%
CYP3A4 substrate	+	0.5194	51.94%
CYP2C9 substrate	-	0.8329	83.29%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.8947	89.47%
CYP2C9 inhibition	-	0.8527	85.27%
CYP2C19 inhibition	-	0.7707	77.07%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.7620	76.20%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5330	53.30%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.8063	80.63%
Skin irritation	+	0.6433	64.33%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4541	45.41%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6845	68.45%
skin sensitisation	+	0.7851	78.51%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5551	55.51%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	-	0.7825	78.25%
Androgen receptor binding	-	0.6502	65.02%
Thyroid receptor binding	-	0.7380	73.80%
Glucocorticoid receptor binding	-	0.5514	55.14%
Aromatase binding	-	0.8009	80.09%
PPAR gamma	-	0.7818	78.18%
Honey bee toxicity	-	0.9103	91.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	94.20%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.13%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.53%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.47%	93.40%
CHEMBL4072	P07858	Cathepsin B	86.88%	93.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.97%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.91%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.74%	85.30%

Plants that contains it

• Chromolaena laevigata
• Haplopappus parvifolius

Cross-Links

• PubChem: 14446657
• LOTUS: LTS0206773
• wikiData: Q105299144