Aculene C

Details

• Internal ID: cdcffaf1-9124-45da-8163-5b6d10f052b9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (8S,8aR)-3-ethyl-8-hydroxy-6,8a-dimethyl-7,8-dihydroazulen-1-one
• SMILES (Canonical): CCC1=CC(=O)C2(C1=CC=C(CC2O)C)C
• SMILES (Isomeric): CCC1=CC(=O)[C@@]2(C1=CC=C(C[C@@H]2O)C)C
• InChI: InChI=1S/C14H18O2/c1-4-10-8-13(16)14(3)11(10)6-5-9(2)7-12(14)15/h5-6,8,12,15H,4,7H2,1-3H3/t12-,14+/m0/s1
• InChI Key: UCCFSWQSMDQYHO-GXTWGEPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:155912
• (8S,8aR)-3-ethyl-8-hydroxy-6,8a-dimethyl-8,8a-dihydroazulen-1(7H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9381	93.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5662	56.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7187	71.87%
P-glycoprotein inhibitior	-	0.9419	94.19%
P-glycoprotein substrate	-	0.7595	75.95%
CYP3A4 substrate	+	0.5165	51.65%
CYP2C9 substrate	-	0.7781	77.81%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8604	86.04%
CYP2C9 inhibition	-	0.8955	89.55%
CYP2C19 inhibition	-	0.8232	82.32%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	-	0.9259	92.59%
CYP inhibitory promiscuity	-	0.8358	83.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4787	47.87%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.7096	70.96%
Skin irritation	+	0.6331	63.31%
Skin corrosion	-	0.8873	88.73%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5473	54.73%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6209	62.09%
skin sensitisation	+	0.6211	62.11%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5986	59.86%
Acute Oral Toxicity (c)	III	0.6265	62.65%
Estrogen receptor binding	-	0.4739	47.39%
Androgen receptor binding	-	0.5100	51.00%
Thyroid receptor binding	-	0.5822	58.22%
Glucocorticoid receptor binding	-	0.6451	64.51%
Aromatase binding	-	0.7712	77.12%
PPAR gamma	-	0.5187	51.87%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8626	86.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.76%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.70%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	88.22%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.91%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.48%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.10%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.99%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.77%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.56%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.21%	100.00%

Plants that contains it

• Maackia amurensis

Cross-Links

• PubChem: 139586350
• LOTUS: LTS0247950
• wikiData: Q105284062