2-[(5S,6R,8S,8aS)-6,8a-dihydroxy-3,8-dimethyl-2-oxo-1,4,5,6,7,8-hexahydroazulen-5-yl]propan-2-yl acetate

Details

• Internal ID: 8bfba664-9c78-46c9-8110-9c9a317e27fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 2-[(5S,6R,8S,8aS)-6,8a-dihydroxy-3,8-dimethyl-2-oxo-1,4,5,6,7,8-hexahydroazulen-5-yl]propan-2-yl acetate
• InChI: InChI=1S/C17H26O5/c1-9-6-14(19)13(16(4,5)22-11(3)18)7-12-10(2)15(20)8-17(9,12)21/h9,13-14,19,21H,6-8H2,1-5H3/t9-,13-,14+,17-/m0/s1
• InChI Key: BXQDPWBMABCTAD-IFZOLBBSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6321	63.21%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.8564	85.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5699	56.99%
P-glycoprotein inhibitior	-	0.7467	74.67%
P-glycoprotein substrate	-	0.6956	69.56%
CYP3A4 substrate	+	0.6037	60.37%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9042	90.42%
CYP3A4 inhibition	-	0.7743	77.43%
CYP2C9 inhibition	-	0.6869	68.69%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9620	96.20%
CYP1A2 inhibition	-	0.7799	77.99%
CYP2C8 inhibition	-	0.9103	91.03%
CYP inhibitory promiscuity	-	0.9703	97.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5825	58.25%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8059	80.59%
Skin irritation	-	0.5186	51.86%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4857	48.57%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5166	51.66%
skin sensitisation	-	0.6861	68.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6085	60.85%
Acute Oral Toxicity (c)	II	0.3805	38.05%
Estrogen receptor binding	+	0.6092	60.92%
Androgen receptor binding	-	0.5287	52.87%
Thyroid receptor binding	+	0.5957	59.57%
Glucocorticoid receptor binding	-	0.4747	47.47%
Aromatase binding	-	0.6021	60.21%
PPAR gamma	-	0.6095	60.95%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.60%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.80%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.34%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	82.10%	97.05%

Plants that contains it

• Torilis japonica

Cross-Links

• PubChem: 46217730
• LOTUS: LTS0234863
• wikiData: Q104948172