[(5S,6R,8S,8aR)-5-(2-acetyloxypropan-2-yl)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-6-yl] 2-methylpropanoate

Details

• Internal ID: 425dcdec-fbd6-4707-ad85-ebb2b48b16c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [(5S,6R,8S,8aR)-5-(2-acetyloxypropan-2-yl)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-6-yl] 2-methylpropanoate
• InChI: InChI=1S/C21H32O5/c1-11(2)20(24)25-19-8-12(3)15-10-18(23)13(4)16(15)9-17(19)21(6,7)26-14(5)22/h11-12,15,17,19H,8-10H2,1-7H3/t12-,15+,17-,19+/m0/s1
• InChI Key: DCMJUVYIZMYNQN-MJFFMMMISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7137	71.37%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7318	73.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.8744	87.44%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6196	61.96%
P-glycoprotein inhibitior	+	0.6290	62.90%
P-glycoprotein substrate	-	0.7404	74.04%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.7625	76.25%
CYP2C9 inhibition	-	0.7108	71.08%
CYP2C19 inhibition	-	0.7959	79.59%
CYP2D6 inhibition	-	0.9655	96.55%
CYP1A2 inhibition	-	0.7532	75.32%
CYP2C8 inhibition	-	0.8129	81.29%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.7722	77.22%
Skin irritation	-	0.5325	53.25%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3664	36.64%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.6109	61.09%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7192	71.92%
Acute Oral Toxicity (c)	III	0.4096	40.96%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	+	0.5493	54.93%
Glucocorticoid receptor binding	+	0.5871	58.71%
Aromatase binding	-	0.6967	69.67%
PPAR gamma	+	0.6119	61.19%
Honey bee toxicity	-	0.7051	70.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	96.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.91%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.58%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.82%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	84.49%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.51%	93.56%
CHEMBL5028	O14672	ADAM10	80.71%	97.50%

Plants that contains it

• Torilis japonica

Cross-Links

• PubChem: 25112480
• LOTUS: LTS0113897
• wikiData: Q104975593