(4E,7S,8R,11S,16R,21S)-11-[(2R,3R,4R,5R,6R)-3-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2R,4R,5S,6S)-5-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-1,8-dimethyl-2,18,22-trioxapentacyclo[17.2.1.04,21.07,16.08,13]docosa-4,13-diene-3,17-dione

Details

• Internal ID: ae6813b5-665c-49bf-b800-8918b52e2f73
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4E,7S,8R,11S,16R,21S)-11-[(2R,3R,4R,5R,6R)-3-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2R,4R,5S,6S)-5-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-1,8-dimethyl-2,18,22-trioxapentacyclo[17.2.1.04,21.07,16.08,13]docosa-4,13-diene-3,17-dione
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3O)OC4C(OC(C(C4OC)O)OC5CCC6(C7CC=C8C9CC(OC(=O)C7CC=C6C5)OC9(OC8=O)C)C)C)C)C)OC)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2[C@@H](O[C@@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4OC)O)O[C@H]5CC[C@@]6([C@H]7C/C=C/8\[C@@H]9CC(OC(=O)[C@@H]7CC=C6C5)OC9(OC8=O)C)C)C)C)C)OC)O
• InChI: InChI=1S/C48H72O19/c1-21-38(50)32(54-7)19-35(57-21)63-41-23(3)59-36(20-33(41)55-8)62-40-22(2)58-34(18-31(40)49)64-42-24(4)60-46(39(51)43(42)56-9)61-26-14-15-47(5)25(16-26)10-11-27-29(47)13-12-28-30-17-37(65-44(27)52)66-48(30,6)67-45(28)53/h10,12,21-24,26-27,29-43,46,49-51H,11,13-20H2,1-9H3/b28-12+/t21-,22+,23-,24+,26-,27+,29-,30-,31-,32-,33+,34-,35-,36+,37?,38+,39+,40+,41-,42+,43+,46-,47-,48?/m0/s1
• InChI Key: QRNPWZWIZNRDKH-BDAPUIKMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₂O₁₉
• Molecular Weight: 953.10 g/mol
• Exact Mass: 952.46678006 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 19
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7972	79.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6303	63.03%
BSEP inhibitior	+	0.9583	95.83%
P-glycoprotein inhibitior	+	0.7490	74.90%
P-glycoprotein substrate	+	0.7131	71.31%
CYP3A4 substrate	+	0.7520	75.20%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.7453	74.53%
CYP2C9 inhibition	-	0.9036	90.36%
CYP2C19 inhibition	-	0.9538	95.38%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.8522	85.22%
CYP2C8 inhibition	+	0.6722	67.22%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4365	43.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9052	90.52%
Skin irritation	+	0.5416	54.16%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7488	74.88%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5908	59.08%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6613	66.13%
Acute Oral Toxicity (c)	I	0.5645	56.45%
Estrogen receptor binding	+	0.8410	84.10%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.5466	54.66%
Glucocorticoid receptor binding	+	0.7954	79.54%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.8204	82.04%
Honey bee toxicity	-	0.6155	61.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9658	96.58%

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	99.80%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.46%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.04%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	92.01%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.82%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.74%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.34%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.98%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.48%	97.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.75%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.76%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.82%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.54%	83.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.06%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.52%	95.50%

Plants that contains it

• Stauntonia hexaphylla

Cross-Links

• PubChem: 101010461
• LOTUS: LTS0062786
• wikiData: Q105226514