(1R,5R,6S)-6-[(3S)-2-methyl-6-oxoheptan-3-yl]bicyclo[3.1.0]hexan-2-one

Details

• Internal ID: 490edcfa-99e6-4a25-829b-3d831910f343
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: (1R,5R,6S)-6-[(3S)-2-methyl-6-oxoheptan-3-yl]bicyclo[3.1.0]hexan-2-one
• SMILES (Canonical): CC(C)C(CCC(=O)C)C1C2C1C(=O)CC2
• SMILES (Isomeric): CC(C)[C@H](CCC(=O)C)[C@H]1[C@@H]2[C@H]1C(=O)CC2
• InChI: InChI=1S/C14H22O2/c1-8(2)10(5-4-9(3)15)13-11-6-7-12(16)14(11)13/h8,10-11,13-14H,4-7H2,1-3H3/t10-,11+,13-,14-/m0/s1
• InChI Key: GDQRIBRXZMXMRL-XCCSTKFXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7637	76.37%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6584	65.84%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8761	87.61%
P-glycoprotein inhibitior	-	0.8764	87.64%
P-glycoprotein substrate	-	0.7722	77.22%
CYP3A4 substrate	-	0.5193	51.93%
CYP2C9 substrate	-	0.6168	61.68%
CYP2D6 substrate	-	0.7272	72.72%
CYP3A4 inhibition	-	0.9613	96.13%
CYP2C9 inhibition	-	0.8484	84.84%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.7293	72.93%
CYP2C8 inhibition	-	0.9829	98.29%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7069	70.69%
Eye corrosion	-	0.7321	73.21%
Eye irritation	+	0.7122	71.22%
Skin irritation	+	0.5738	57.38%
Skin corrosion	-	0.8444	84.44%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6668	66.68%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	+	0.8065	80.65%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6403	64.03%
Acute Oral Toxicity (c)	III	0.7656	76.56%
Estrogen receptor binding	-	0.7004	70.04%
Androgen receptor binding	-	0.4948	49.48%
Thyroid receptor binding	-	0.7055	70.55%
Glucocorticoid receptor binding	-	0.7210	72.10%
Aromatase binding	-	0.9294	92.94%
PPAR gamma	-	0.8293	82.93%
Honey bee toxicity	-	0.9317	93.17%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7881	78.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.65%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.79%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.35%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.09%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.85%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.29%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.13%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.11%	90.17%

Plants that contains it

• Chromolaena laevigata
• Dysoxylum densiflorum

Cross-Links

• PubChem: 15954590
• LOTUS: LTS0032660
• wikiData: Q105106359