6-hydroxy-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-azulen-2-one

Details

• Internal ID: e5d82403-1043-436c-a203-29333b2a9e55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 6-hydroxy-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-azulen-2-one
• SMILES (Canonical): CC1CC(C(CC2=C(C(=O)CC12)C)C(C)(C)O)O
• SMILES (Isomeric): CC1CC(C(CC2=C(C(=O)CC12)C)C(C)(C)O)O
• InChI: InChI=1S/C15H24O3/c1-8-5-14(17)12(15(3,4)18)6-11-9(2)13(16)7-10(8)11/h8,10,12,14,17-18H,5-7H2,1-4H3
• InChI Key: ZLDODTPRRLQGHP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.5646	56.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6058	60.58%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8725	87.25%
P-glycoprotein inhibitior	-	0.8924	89.24%
P-glycoprotein substrate	-	0.8179	81.79%
CYP3A4 substrate	+	0.5069	50.69%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.8290	82.90%
CYP2C9 inhibition	-	0.7149	71.49%
CYP2C19 inhibition	-	0.7411	74.11%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.7557	75.57%
CYP2C8 inhibition	-	0.9134	91.34%
CYP inhibitory promiscuity	-	0.8420	84.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5125	51.25%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6223	62.23%
Skin irritation	+	0.5188	51.88%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6968	69.68%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6870	68.70%
skin sensitisation	-	0.6454	64.54%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7761	77.61%
Acute Oral Toxicity (c)	I	0.3656	36.56%
Estrogen receptor binding	-	0.6151	61.51%
Androgen receptor binding	-	0.5666	56.66%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	-	0.4826	48.26%
Aromatase binding	-	0.8664	86.64%
PPAR gamma	-	0.5900	59.00%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9810	98.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.86%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.62%	93.04%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.24%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.24%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.22%	93.56%

Plants that contains it

• Cnidium monnieri
• Torilis japonica

Cross-Links

• PubChem: 12444393
• LOTUS: LTS0030140
• wikiData: Q105378854