2-[(3aR,4S,5S,8aR)-4-hydroxy-3,8-dimethylidene-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]prop-2-enyl acetate

Details

• Internal ID: c7a1cfa2-1302-416b-9352-278b9d7d8e1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 2-[(3aR,4S,5S,8aR)-4-hydroxy-3,8-dimethylidene-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]prop-2-enyl acetate
• InChI: InChI=1S/C17H24O3/c1-10-5-8-15(12(3)9-20-13(4)18)17(19)16-11(2)6-7-14(10)16/h14-17,19H,1-3,5-9H2,4H3/t14-,15-,16-,17-/m0/s1
• InChI Key: ILBAHYUERMUZFJ-QAETUUGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	-	0.6817	68.17%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7894	78.94%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	-	0.5549	55.49%
P-glycoprotein inhibitior	-	0.8305	83.05%
P-glycoprotein substrate	-	0.8494	84.94%
CYP3A4 substrate	+	0.5411	54.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.8988	89.88%
CYP2C9 inhibition	-	0.7193	71.93%
CYP2C19 inhibition	-	0.6111	61.11%
CYP2D6 inhibition	-	0.8360	83.60%
CYP1A2 inhibition	+	0.5244	52.44%
CYP2C8 inhibition	-	0.7632	76.32%
CYP inhibitory promiscuity	-	0.8121	81.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6778	67.78%
Eye corrosion	-	0.9442	94.42%
Eye irritation	+	0.6090	60.90%
Skin irritation	-	0.7002	70.02%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5165	51.65%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5771	57.71%
skin sensitisation	-	0.6113	61.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6055	60.55%
Acute Oral Toxicity (c)	III	0.5378	53.78%
Estrogen receptor binding	-	0.5850	58.50%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6302	63.02%
Glucocorticoid receptor binding	+	0.7520	75.20%
Aromatase binding	-	0.7335	73.35%
PPAR gamma	-	0.7412	74.12%
Honey bee toxicity	-	0.8469	84.69%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9923	99.23%

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	95.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.20%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.68%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.05%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.60%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.75%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.62%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101293634
• LOTUS: LTS0241062
• wikiData: Q105115060