Rollicosin

Details

• Internal ID: ff957962-8cd0-4b26-9f40-f9182b4d5567
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-4-[(2R,13R)-2,13-dihydroxy-13-[(2R)-5-oxooxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
• InChI: InChI=1S/C22H36O6/c1-16-14-17(22(26)27-16)15-18(23)10-8-6-4-2-3-5-7-9-11-19(24)20-12-13-21(25)28-20/h14,16,18-20,23-24H,2-13,15H2,1H3/t16-,18+,19+,20+/m0/s1
• InChI Key: QCRUDDMRGHFGNR-MTFMMBMASA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₆
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.25118886 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

• CHEMBL461611
• NSC742040
• NSC-742040
• (2S)-4-[(2R,13R)-2,13-dihydroxy-13-[(2R)-5-oxooxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8639	86.39%
Caco-2	-	0.7209	72.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8532	85.32%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7070	70.70%
BSEP inhibitior	-	0.6519	65.19%
P-glycoprotein inhibitior	-	0.6161	61.61%
P-glycoprotein substrate	-	0.6883	68.83%
CYP3A4 substrate	+	0.5964	59.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9248	92.48%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.8355	83.55%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.8727	87.27%
CYP2C8 inhibition	-	0.8934	89.34%
CYP inhibitory promiscuity	-	0.9486	94.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.5338	53.38%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.8812	88.12%
Skin irritation	-	0.6395	63.95%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3977	39.77%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5473	54.73%
Acute Oral Toxicity (c)	III	0.5768	57.68%
Estrogen receptor binding	-	0.5099	50.99%
Androgen receptor binding	-	0.6465	64.65%
Thyroid receptor binding	-	0.6035	60.35%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	-	0.6706	67.06%
PPAR gamma	-	0.6570	65.70%
Honey bee toxicity	-	0.9077	90.77%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5510	55.10%
Fish aquatic toxicity	+	0.8480	84.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.11%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.93%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%

Plants that contains it

• Annona mucosa

Cross-Links

• PubChem: 10318589
• LOTUS: LTS0239776
• wikiData: Q105218514