(E,6R)-8-[(1S,4Z,6Z,8E,10R,12R,14R,16S,17E,20R,21R,22S,24R,25R,26S,27E,31E,34S,36S,40R)-22,25-dihydroxy-21,40-dimethyl-3-oxo-26-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,11,15,35,39-pentaoxapentacyclo[32.2.2.112,16.120,24.010,14]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid

Details

• Internal ID: 3e5156f6-2074-4668-9e79-897aa4f546f1
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (E,6R)-8-[(1S,4Z,6Z,8E,10R,12R,14R,16S,17E,20R,21R,22S,24R,25R,26S,27E,31E,34S,36S,40R)-22,25-dihydroxy-21,40-dimethyl-3-oxo-26-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,11,15,35,39-pentaoxapentacyclo[32.2.2.112,16.120,24.010,14]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid
• SMILES (Canonical): CC1C2CC=CC3C(C4CC(O3)C(O4)C=CC=CC=CC(=O)OC5C=CC(CC=CCCC=CC(C(C(O2)CC1O)O)OC6C(C(C(C(O6)CO)O)O)O)OC5C(=CC(C)CCCCC(=O)O)C)C
• SMILES (Isomeric): C[C@H]1[C@H]2C/C=C/[C@H]3[C@@H]([C@H]4C[C@@H](O3)[C@H](O4)/C=C/C=C\C=C/C(=O)O[C@H]5C=C[C@H](C/C=C/CC/C=C/[C@@H]([C@@H]([C@H](O2)C[C@@H]1O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]5/C(=C/[C@H](C)CCCCC(=O)O)/C)C
• InChI: InChI=1S/C53H76O16/c1-31(17-14-15-23-46(56)57)27-32(2)52-41-26-25-35(63-52)18-10-6-5-7-12-20-40(68-53-51(62)50(61)49(60)45(30-54)69-53)48(59)44-28-36(55)33(3)37(65-44)21-16-22-38-34(4)42-29-43(64-38)39(66-42)19-11-8-9-13-24-47(58)67-41/h6,8-13,16,19-20,22,24-27,31,33-45,48-55,59-62H,5,7,14-15,17-18,21,23,28-30H2,1-4H3,(H,56,57)/b9-8-,10-6+,19-11+,20-12+,22-16+,24-13-,32-27+/t31-,33-,34+,35+,36+,37-,38+,39-,40+,41+,42-,43-,44-,45-,48+,49-,50+,51-,52+,53-/m1/s1
• InChI Key: JPIZDCIUPYOPEB-QBCKYBGYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₆O₁₆
• Molecular Weight: 969.20 g/mol
• Exact Mass: 968.51333633 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6483	64.83%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7862	78.62%
OATP2B1 inhibitior	-	0.7252	72.52%
OATP1B1 inhibitior	+	0.7984	79.84%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6532	65.32%
BSEP inhibitior	+	0.9776	97.76%
P-glycoprotein inhibitior	+	0.7378	73.78%
P-glycoprotein substrate	+	0.7354	73.54%
CYP3A4 substrate	+	0.7377	73.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.7041	70.41%
CYP2C9 inhibition	-	0.8449	84.49%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	+	0.7275	72.75%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.5845	58.45%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8200	82.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.4415	44.15%
Estrogen receptor binding	+	0.8022	80.22%
Androgen receptor binding	+	0.6428	64.28%
Thyroid receptor binding	+	0.5680	56.80%
Glucocorticoid receptor binding	+	0.6730	67.30%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	+	0.7457	74.57%
Honey bee toxicity	-	0.6509	65.09%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9642	96.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.54%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.65%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.64%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.49%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.39%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.19%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.92%	89.34%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.82%	91.71%
CHEMBL5255	O00206	Toll-like receptor 4	89.47%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.98%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.71%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.10%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.94%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	86.00%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.81%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	84.77%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.85%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.81%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.52%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.21%	92.32%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.54%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162952510
• LOTUS: LTS0199975
• wikiData: Q105132827