Rha2Ac(a1-3)Rha4Ac(a1-3)Rha2Ac4Ac(a1-3)[hexanoyl(-4)]Rha(a)-O-octyl

Details

• Internal ID: b1664d0f-da1f-4d6e-8c26-f08d63af7166
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-4-[(2S,3R,4S,5S,6S)-5-acetyloxy-4-[(2S,3R,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate
• SMILES (Canonical): CCCCCCCCOC1C(C(C(C(O1)C)OC(=O)CCCCC)OC2C(C(C(C(O2)C)OC(=O)C)OC3C(C(C(C(O3)C)OC(=O)C)OC4C(C(C(C(O4)C)O)O)OC(=O)C)O)OC(=O)C)O
• SMILES (Isomeric): CCCCCCCCO[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)OC(=O)CCCCC)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)OC(=O)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)OC(=O)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)OC(=O)C)O)OC(=O)C)O
• InChI: InChI=1S/C46H76O22/c1-11-13-15-16-17-19-21-56-43-33(54)38(36(24(5)58-43)65-30(51)20-18-14-12-2)67-46-42(64-29(10)50)41(37(25(6)60-46)62-27(8)48)68-44-34(55)39(35(23(4)59-44)61-26(7)47)66-45-40(63-28(9)49)32(53)31(52)22(3)57-45/h22-25,31-46,52-55H,11-21H2,1-10H3/t22-,23-,24-,25-,31-,32+,33+,34+,35-,36-,37-,38-,39-,40+,41+,42+,43+,44-,45-,46-/m0/s1
• InChI Key: BCVVWJRNSUUASQ-GMGPAFBGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₂₂
• Molecular Weight: 981.10 g/mol
• Exact Mass: 980.48282405 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 22
• H-Bond Donor: 4
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.8346	83.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8797	87.97%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	-	0.5766	57.66%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.7015	70.15%
CYP2C9 inhibition	-	0.8810	88.10%
CYP2C19 inhibition	-	0.8033	80.33%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.8341	83.41%
CYP2C8 inhibition	-	0.6191	61.91%
CYP inhibitory promiscuity	-	0.9457	94.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7180	71.80%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6733	67.33%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4558	45.58%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	-	0.5111	51.11%
Thyroid receptor binding	-	0.5080	50.80%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	+	0.6324	63.24%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.8392	83.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7475	74.75%
Fish aquatic toxicity	+	0.9607	96.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.42%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.03%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	93.93%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.50%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.40%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.57%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.90%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.29%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.26%	96.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.13%	97.36%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.01%	91.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.85%	94.33%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.47%	95.52%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.37%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.16%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.01%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.17%	100.00%

Plants that contains it

• Mezzettia parviflora

Cross-Links

• PubChem: 14861065
• LOTUS: LTS0272746
• wikiData: Q104923663