Magireol B

Details

• Internal ID: c2de058c-c5c4-4b00-836e-a415772d469c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (5S,6R)-2-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-6,10-dimethylundeca-1,9-diene-5,6-diol
• SMILES (Canonical): CC(=CCCC(C)(C(CCC(=C)C1CCC2C(O1)(CCC(O2)C3(CCC(C(O3)(C)C)Br)C)C)O)O)C
• SMILES (Isomeric): CC(=CCC[C@](C)([C@H](CCC(=C)[C@H]1CC[C@@H]2[C@@](O1)(CC[C@@H](O2)[C@@]3(CC[C@H](C(O3)(C)C)Br)C)C)O)O)C
• InChI: InChI=1S/C30H51BrO5/c1-20(2)10-9-17-28(6,33)24(32)13-11-21(3)22-12-14-25-29(7,35-22)19-16-26(34-25)30(8)18-15-23(31)27(4,5)36-30/h10,22-26,32-33H,3,9,11-19H2,1-2,4-8H3/t22-,23-,24+,25-,26-,28-,29+,30+/m1/s1
• InChI Key: DGGUAYSXQZKRPV-CIXNMJELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₁BrO₅
• Molecular Weight: 571.60 g/mol
• Exact Mass: 570.29199 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.78
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• 109063-84-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9620	96.20%
Caco-2	-	0.7414	74.14%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6687	66.87%
P-glycoprotein inhibitior	+	0.6554	65.54%
P-glycoprotein substrate	-	0.5823	58.23%
CYP3A4 substrate	+	0.6861	68.61%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.7443	74.43%
CYP3A4 inhibition	-	0.7407	74.07%
CYP2C9 inhibition	-	0.7441	74.41%
CYP2C19 inhibition	-	0.7689	76.89%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.8431	84.31%
CYP2C8 inhibition	+	0.4785	47.85%
CYP inhibitory promiscuity	-	0.8100	81.00%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8610	86.10%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.6826	68.26%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4533	45.33%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6694	66.94%
skin sensitisation	-	0.7428	74.28%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6738	67.38%
Acute Oral Toxicity (c)	III	0.5620	56.20%
Estrogen receptor binding	+	0.6484	64.84%
Androgen receptor binding	+	0.5865	58.65%
Thyroid receptor binding	+	0.5224	52.24%
Glucocorticoid receptor binding	+	0.6591	65.91%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.6515	65.15%
Honey bee toxicity	-	0.7354	73.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	97.11%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.58%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.39%	96.61%
CHEMBL284	P27487	Dipeptidyl peptidase IV	95.30%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.43%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.33%	97.14%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.46%	98.05%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.92%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	85.78%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.53%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.97%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.25%	95.50%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	82.76%	93.85%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.48%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.35%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.78%	85.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.68%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.17%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.96%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.72%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	80.60%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.19%	96.90%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 23425823
• NPASS: NPC274422
• LOTUS: LTS0132921
• wikiData: Q104978665