(3S,3aR,8aS)-3,8a-dihydroxy-3,8-dimethyl-2,3a,4,5-tetrahydro-1H-azulen-6-one

Details

• Internal ID: a68e9355-af3c-4622-8e7b-9728e57cd579
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3S,3aR,8aS)-3,8a-dihydroxy-3,8-dimethyl-2,3a,4,5-tetrahydro-1H-azulen-6-one
• SMILES (Canonical): CC1=CC(=O)CCC2C1(CCC2(C)O)O
• SMILES (Isomeric): CC1=CC(=O)CC[C@H]2[C@]1(CC[C@]2(C)O)O
• InChI: InChI=1S/C12H18O3/c1-8-7-9(13)3-4-10-11(2,14)5-6-12(8,10)15/h7,10,14-15H,3-6H2,1-2H3/t10-,11+,12-/m1/s1
• InChI Key: ZRAWYUAGCGVSLC-GRYCIOLGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.7265	72.65%
Blood Brain Barrier	+	0.7148	71.48%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5350	53.50%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5343	53.43%
BSEP inhibitior	-	0.8403	84.03%
P-glycoprotein inhibitior	-	0.9732	97.32%
P-glycoprotein substrate	-	0.9465	94.65%
CYP3A4 substrate	+	0.5644	56.44%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.8811	88.11%
CYP2C9 inhibition	-	0.7381	73.81%
CYP2C19 inhibition	-	0.8102	81.02%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.6119	61.19%
CYP2C8 inhibition	-	0.9442	94.42%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4806	48.06%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7259	72.59%
Skin irritation	+	0.5606	56.06%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7655	76.55%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.6663	66.63%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6383	63.83%
Acute Oral Toxicity (c)	II	0.3181	31.81%
Estrogen receptor binding	-	0.7463	74.63%
Androgen receptor binding	-	0.6170	61.70%
Thyroid receptor binding	-	0.7359	73.59%
Glucocorticoid receptor binding	-	0.6037	60.37%
Aromatase binding	-	0.8183	81.83%
PPAR gamma	-	0.7492	74.92%
Honey bee toxicity	-	0.9668	96.68%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9556	95.56%

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	94.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.21%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.04%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.79%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.12%	82.69%
CHEMBL1871	P10275	Androgen Receptor	86.17%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.50%	93.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.66%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	80.24%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.06%	96.09%

Plants that contains it

• Curcuma phaeocaulis

Cross-Links

• PubChem: 71725781
• NPASS: NPC84185
• ChEMBL: CHEMBL2386508
• LOTUS: LTS0039472
• wikiData: Q105381856