Cerinolactone

Details

• Internal ID: 5cc16433-de67-4c58-9ebd-fb0420a35521
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5S)-5-[(4aS,6R,8aR)-3-methylidene-6-propan-2-yl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-2-yl]-3-hydroxyoxolan-2-one
• InChI: InChI=1S/C18H26O3/c1-10(2)12-4-5-13-8-15(11(3)6-14(13)7-12)17-9-16(19)18(20)21-17/h8,10,12-14,16-17,19H,3-7,9H2,1-2H3/t12-,13+,14-,16-,17+/m1/s1
• InChI Key: XGQCVHNPQMRYDI-QZCUMHFISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6608	66.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6402	64.02%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.8877	88.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9081	90.81%
P-glycoprotein inhibitior	-	0.8393	83.93%
P-glycoprotein substrate	-	0.6496	64.96%
CYP3A4 substrate	+	0.5643	56.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.6150	61.50%
CYP2C9 inhibition	-	0.8991	89.91%
CYP2C19 inhibition	-	0.7836	78.36%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.6810	68.10%
CYP2C8 inhibition	-	0.8129	81.29%
CYP inhibitory promiscuity	-	0.8450	84.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5639	56.39%
Eye corrosion	-	0.9742	97.42%
Eye irritation	-	0.6286	62.86%
Skin irritation	-	0.5942	59.42%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6781	67.81%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5791	57.91%
skin sensitisation	-	0.6951	69.51%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6382	63.82%
Acute Oral Toxicity (c)	III	0.3463	34.63%
Estrogen receptor binding	+	0.6992	69.92%
Androgen receptor binding	-	0.5889	58.89%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.5534	55.34%
PPAR gamma	+	0.6063	60.63%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	88.56%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.92%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.34%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.71%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	83.12%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.24%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.57%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.78%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587632
• LOTUS: LTS0238191
• wikiData: Q77570856