(3R)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2-oxo-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-8-yl)oxy]oxan-2-yl]methoxy]pentanoic acid

Details

• Internal ID: 71d35aa9-159f-46c9-8bdd-121951947b2d
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (3R)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2-oxo-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-8-yl)oxy]oxan-2-yl]methoxy]pentanoic acid
• InChI: InChI=1S/C26H26N2O11/c1-26(36,8-18(30)31)9-19(32)37-11-16-22(33)23(34)24(35)25(39-16)38-15-10-27-13-6-7-17(29)28-14-5-3-2-4-12(14)20(15)21(13)28/h2-7,10,16,22-25,33-36H,8-9,11H2,1H3,(H,30,31)/t16-,22-,23+,24-,25-,26-/m1/s1
• InChI Key: LEQPGBPPUCRECO-HFWDXPBASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆N₂O₁₁
• Molecular Weight: 542.50 g/mol
• Exact Mass: 542.15365965 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4707	47.07%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4324	43.24%
OATP2B1 inhibitior	-	0.7092	70.92%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8926	89.26%
BSEP inhibitior	+	0.8266	82.66%
P-glycoprotein inhibitior	+	0.6105	61.05%
P-glycoprotein substrate	-	0.6235	62.35%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	0.8040	80.40%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	-	0.9104	91.04%
CYP2C19 inhibition	-	0.8663	86.63%
CYP2D6 inhibition	-	0.8931	89.31%
CYP1A2 inhibition	-	0.6187	61.87%
CYP2C8 inhibition	+	0.7342	73.42%
CYP inhibitory promiscuity	-	0.7700	77.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5284	52.84%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3929	39.29%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5463	54.63%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8452	84.52%
Acute Oral Toxicity (c)	III	0.6260	62.60%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	+	0.5778	57.78%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.7007	70.07%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8449	84.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.06%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	98.42%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.88%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.70%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.08%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	92.46%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.30%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.20%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.17%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.44%	96.00%
CHEMBL2535	P11166	Glucose transporter	85.56%	98.75%
CHEMBL5028	O14672	ADAM10	85.41%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.18%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.90%	95.83%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.80%	90.08%

Plants that contains it

• Ailanthus altissima

Cross-Links

• PubChem: 118729953
• LOTUS: LTS0246973
• wikiData: Q105150735