Bicyclo[3.3.0]oct-1(2)-en-3-one

Details

• Internal ID: 8dd09e62-7fb5-4fd9-a00d-5d8d3b17c796
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 4,5,6,6a-tetrahydro-1H-pentalen-2-one
• SMILES (Canonical): C1CC2CC(=O)C=C2C1
• SMILES (Isomeric): C1CC2CC(=O)C=C2C1
• InChI: InChI=1S/C8H10O/c9-8-4-6-2-1-3-7(6)5-8/h4,7H,1-3,5H2
• InChI Key: OWBPKUZFLHCXCR-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O
• Molecular Weight: 122.16 g/mol
• Exact Mass: 122.073164938 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 4,5,6,6a-tetrahydro-1H-pentalen-2-one
• SCHEMBL1867176
• OWBPKUZFLHCXCR-UHFFFAOYSA-N
• Bicyclo[3.3.0]oct-1-en-3-one
• bicyclo-[3.3.0]-1-octene-3-one
• 1,2,4,5,6,6a-Hexahydropentalene-2-one
• 3a,4,5,6-Tetrahydro-2(3H)-pentalenone
• 4,5,6,6a-Tetrahydro-2(1H)-pentalenone
• 3a,4,5,6-Tetrahydro-2(3H)-pentalenone #
• 72200-41-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7746	77.46%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.3353	33.53%
OATP2B1 inhibitior	-	0.8454	84.54%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9660	96.60%
CYP3A4 substrate	-	0.6682	66.82%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.8209	82.09%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.6851	68.51%
CYP2C8 inhibition	-	0.9836	98.36%
CYP inhibitory promiscuity	-	0.7804	78.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	+	0.5601	56.01%
Eye irritation	+	0.9848	98.48%
Skin irritation	-	0.5717	57.17%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6489	64.89%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.8427	84.27%
skin sensitisation	+	0.8665	86.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5102	51.02%
Acute Oral Toxicity (c)	III	0.6786	67.86%
Estrogen receptor binding	-	0.9522	95.22%
Androgen receptor binding	-	0.7568	75.68%
Thyroid receptor binding	-	0.9260	92.60%
Glucocorticoid receptor binding	-	0.7368	73.68%
Aromatase binding	-	0.8563	85.63%
PPAR gamma	-	0.8300	83.00%
Honey bee toxicity	-	0.9295	92.95%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.6711	67.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.06%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	84.53%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.33%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.36%	93.03%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.17%	90.71%

Plants that contains it

• Zanthoxylum armatum

Cross-Links

• PubChem: 578893
• NPASS: NPC49536