1,2-Longidione

Details

• Internal ID: 540f2f95-af5b-43a0-aeec-1f305c4edafc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: 3,3,7-trimethyltricyclo[5.5.0.02,10]dodecane-8,9-dione
• SMILES (Canonical): CC1(CCCC2(C3C1C(CC3)C(=O)C2=O)C)C
• SMILES (Isomeric): CC1(CCCC2(C3C1C(CC3)C(=O)C2=O)C)C
• InChI: InChI=1S/C15H22O2/c1-14(2)7-4-8-15(3)10-6-5-9(11(10)14)12(16)13(15)17/h9-11H,4-8H2,1-3H3
• InChI Key: UNRUQXSWVRAKDG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• UNRUQXSWVRAKDG-UHFFFAOYSA-N
• (+)-Decahydro-4,8,8-trimethyl-1,4-ethanoazulene-9,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8624	86.24%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6182	61.82%
OATP2B1 inhibitior	-	0.8429	84.29%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9730	97.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8499	84.99%
P-glycoprotein inhibitior	-	0.8751	87.51%
P-glycoprotein substrate	-	0.9690	96.90%
CYP3A4 substrate	+	0.5333	53.33%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	-	0.7960	79.60%
CYP3A4 inhibition	-	0.9377	93.77%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.7694	76.94%
CYP2C8 inhibition	-	0.8076	80.76%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9377	93.77%
Eye irritation	-	0.4853	48.53%
Skin irritation	+	0.5882	58.82%
Skin corrosion	-	0.9072	90.72%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5308	53.08%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6485	64.85%
skin sensitisation	+	0.7762	77.62%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6326	63.26%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.5337	53.37%
Androgen receptor binding	+	0.6770	67.70%
Thyroid receptor binding	-	0.6596	65.96%
Glucocorticoid receptor binding	-	0.7529	75.29%
Aromatase binding	-	0.7449	74.49%
PPAR gamma	-	0.8003	80.03%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8000	80.00%
Fish aquatic toxicity	+	0.9730	97.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.82%	97.25%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	89.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.27%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.25%	93.04%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.78%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.44%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.01%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.64%	93.99%

Plants that contains it

• Curcuma longa
• Dolomiaea souliei

Cross-Links

• PubChem: 534856
• NPASS: NPC295866