1beta-Hydroxy-1,4-dimethyl-7-(1-methyl-1-hydroxyethyl)-2,3-dihydroazulene-6(1H)-one

Details

• Internal ID: cc498f11-5d02-4792-b11b-8dff04cf2aa3
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: (3S)-3-hydroxy-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-1,2-dihydroazulen-6-one
• SMILES (Canonical): CC1=CC(=O)C(=CC2=C1CCC2(C)O)C(C)(C)O
• SMILES (Isomeric): CC1=CC(=O)C(=CC2=C1CC[C@]2(C)O)C(C)(C)O
• InChI: InChI=1S/C15H20O3/c1-9-7-13(16)12(14(2,3)17)8-11-10(9)5-6-15(11,4)18/h7-8,17-18H,5-6H2,1-4H3/t15-/m0/s1
• InChI Key: UAZYAJBTXBHEAB-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1beta-Hydroxy-1,4-dimethyl-7-(1-methyl-1-hydroxyethyl)-2,3-dihydroazulene-6(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8666	86.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7079	70.79%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8637	86.37%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.8957	89.57%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7769	77.69%
CYP3A4 inhibition	-	0.9027	90.27%
CYP2C9 inhibition	-	0.6667	66.67%
CYP2C19 inhibition	-	0.7498	74.98%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	+	0.7935	79.35%
CYP2C8 inhibition	-	0.8751	87.51%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5253	52.53%
Eye corrosion	-	0.9802	98.02%
Eye irritation	+	0.8762	87.62%
Skin irritation	+	0.5353	53.53%
Skin corrosion	-	0.8183	81.83%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7270	72.70%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.6799	67.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6825	68.25%
Acute Oral Toxicity (c)	III	0.5515	55.15%
Estrogen receptor binding	-	0.4918	49.18%
Androgen receptor binding	-	0.5733	57.33%
Thyroid receptor binding	+	0.5774	57.74%
Glucocorticoid receptor binding	+	0.5631	56.31%
Aromatase binding	-	0.7981	79.81%
PPAR gamma	-	0.7750	77.50%
Honey bee toxicity	-	0.9436	94.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9301	93.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.25%	93.40%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.66%	90.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.27%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.21%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.69%	85.14%
CHEMBL4208	P20618	Proteasome component C5	82.17%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.08%	93.04%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.08%	100.00%

Plants that contains it

• Curcuma phaeocaulis

Cross-Links

• PubChem: 71725705
• NPASS: NPC106309
• ChEMBL: CHEMBL2386503
• LOTUS: LTS0000140
• wikiData: Q105269154