(1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,23R)-9-[(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-6,10,10,14,15-pentamethyl-21-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

Details

• Internal ID: daeaab2a-ab49-4560-ab35-05f2eb78866c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,23R)-9-[(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-6,10,10,14,15-pentamethyl-21-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)C)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6C8C(O8)C91C7(CCC2(C9CC(=C)CC2)C(=O)O1)C)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6[C@H]8[C@H](O8)[C@@]91[C@]7(CC[C@@]2([C@H]9CC(=C)CC2)C(=O)O1)C)C)C)CO)O)O)O
• InChI: InChI=1S/C53H82O22/c1-20-9-14-52-16-15-51(8)50(7)13-10-25-48(4,5)27(11-12-49(25,6)41(50)40-42(71-40)53(51,26(52)17-20)75-47(52)65)70-46-39(74-44-35(63)32(60)29(57)22(3)67-44)38(73-45-36(64)33(61)30(58)23(18-54)68-45)37(24(19-55)69-46)72-43-34(62)31(59)28(56)21(2)66-43/h21-46,54-64H,1,9-19H2,2-8H3/t21-,22-,23+,24+,25-,26+,27-,28-,29-,30-,31+,32+,33-,34+,35+,36+,37+,38-,39+,40-,41+,42-,43-,44-,45-,46-,49-,50+,51-,52-,53+/m0/s1
• InChI Key: ICYDXDXQYVVJDU-VLTQNJHZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₂₂
• Molecular Weight: 1071.20 g/mol
• Exact Mass: 1070.52977424 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7589	75.89%
Caco-2	-	0.8776	87.76%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	0.8774	87.74%
OATP1B1 inhibitior	+	0.7953	79.53%
OATP1B3 inhibitior	+	0.8987	89.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7089	70.89%
P-glycoprotein inhibitior	+	0.7545	75.45%
P-glycoprotein substrate	+	0.5494	54.94%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.7157	71.57%
CYP2C19 inhibition	-	0.8070	80.70%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.8168	81.68%
CYP2C8 inhibition	+	0.6858	68.58%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6501	65.01%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6970	69.70%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6380	63.80%
skin sensitisation	-	0.8592	85.92%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4511	45.11%
Acute Oral Toxicity (c)	I	0.4484	44.84%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	-	0.5139	51.39%
Glucocorticoid receptor binding	+	0.7276	72.76%
Aromatase binding	+	0.6621	66.21%
PPAR gamma	+	0.7648	76.48%
Honey bee toxicity	-	0.6336	63.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9850	98.50%

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	96.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.50%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.26%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.76%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.76%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.81%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.67%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.20%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.30%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	83.79%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	82.18%	99.43%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.32%	97.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.27%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.69%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.17%	100.00%

Plants that contains it

• Euptelea polyandra

Cross-Links

• PubChem: 101720863
• NPASS: NPC184799
• LOTUS: LTS0110242
• wikiData: Q105111226