2-[(3R,3aR,5R,8aR)-3-hydroxy-3-methyl-8-methylidene-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]propan-2-yl acetate

Details

• Internal ID: cf367b78-eb7f-4fbd-8ec5-2eaa643faa40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 2-[(3R,3aR,5R,8aR)-3-hydroxy-3-methyl-8-methylidene-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]propan-2-yl acetate
• InChI: InChI=1S/C17H28O3/c1-11-6-7-13(16(3,4)20-12(2)18)10-15-14(11)8-9-17(15,5)19/h13-15,19H,1,6-10H2,2-5H3/t13-,14+,15-,17-/m1/s1
• InChI Key: BVCFBFNQCMEHNS-JYYAWHABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6019	60.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.8485	84.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7711	77.11%
P-glycoprotein inhibitior	-	0.7674	76.74%
P-glycoprotein substrate	-	0.8208	82.08%
CYP3A4 substrate	+	0.6914	69.14%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.8475	84.75%
CYP2C9 inhibition	-	0.5568	55.68%
CYP2C19 inhibition	-	0.6395	63.95%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.6459	64.59%
CYP2C8 inhibition	+	0.5098	50.98%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.8396	83.96%
Skin irritation	+	0.5845	58.45%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5422	54.22%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5865	58.65%
skin sensitisation	+	0.4903	49.03%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5737	57.37%
Acute Oral Toxicity (c)	III	0.5856	58.56%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5278	52.78%
Glucocorticoid receptor binding	+	0.6885	68.85%
Aromatase binding	-	0.5392	53.92%
PPAR gamma	-	0.7310	73.10%
Honey bee toxicity	-	0.7923	79.23%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	91.29%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.51%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.44%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.42%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.31%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.39%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.04%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.39%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.99%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	82.17%	95.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.45%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.34%	98.95%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 162878437
• LOTUS: LTS0188929
• wikiData: Q104946451