Rollimusin

Details

• Internal ID: f93cfaa0-fc34-457a-9a8d-76ad0e02647c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: 4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-8,13-dihydroxytridecyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCC(CCCC(C1CCC(O1)C2CCC(O2)C(CCCCC(CCCCCCCC3=CC(OC3=O)C)O)O)O)O
• SMILES (Isomeric): CCCCCCC(CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCC(CCCCCCCC3=CC(OC3=O)C)O)O)O)O
• InChI: InChI=1S/C37H66O8/c1-3-4-5-10-16-30(39)19-14-21-32(41)34-23-25-36(45-34)35-24-22-33(44-35)31(40)20-13-12-18-29(38)17-11-8-6-7-9-15-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3/t27?,29?,30?,31-,32+,33-,34-,35-,36-/m1/s1
• InChI Key: AFKUAQRKQMVATG-UHYBWJLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₆O₈
• Molecular Weight: 638.90 g/mol
• Exact Mass: 638.47576906 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.83
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 25

Synonyms

• 252210-57-4
• CHEBI:171888
• DTXSID601101607
• 3-[(13R)-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1,5-Dihydroxyundecyl]octahydro[2,2'-bifuran]-5-yl]-8,13-dihydroxytridecyl]-5-methyl-2(5H)-furanone
• 4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-8,13-dihydroxytridecyl]-2-methyl-2H-furan-5-one
• 4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-8,13-dihydroxytridecyl]-2-methyl-2H-uran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	-	0.8396	83.96%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7725	77.25%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7285	72.85%
P-glycoprotein inhibitior	+	0.6290	62.90%
P-glycoprotein substrate	-	0.5300	53.00%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.7070	70.70%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.6620	66.20%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.7836	78.36%
CYP2C8 inhibition	-	0.6489	64.89%
CYP inhibitory promiscuity	-	0.8039	80.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8937	89.37%
Skin irritation	-	0.5841	58.41%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3656	36.56%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8192	81.92%
Acute Oral Toxicity (c)	III	0.4228	42.28%
Estrogen receptor binding	+	0.7521	75.21%
Androgen receptor binding	+	0.5412	54.12%
Thyroid receptor binding	-	0.6163	61.63%
Glucocorticoid receptor binding	-	0.5779	57.79%
Aromatase binding	+	0.5718	57.18%
PPAR gamma	-	0.5126	51.26%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.36%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.79%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.30%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.81%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.04%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	80.07%	93.31%

Plants that contains it

• Annona muricata

Cross-Links

• PubChem: 10054892
• NPASS: NPC248899