(3S,4R,5R)-5-[[(4S,5S,6R)-4-[(3S,4S,5R)-5-[(3S,4R,5R)-5-[[(4S,5S,6R)-4-[(3S,4S,5R)-5-[(3S,4R,5R)-3,4-dihydroxy-6-methyl-5-[[(4S,5R,6R)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]-6-methyloxane-2,3,4-triol

Details

• Internal ID: cca1ec45-73e1-4fd9-bf6e-26f62d70bd5a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: (3S,4R,5R)-5-[[(4S,5S,6R)-4-[(3S,4S,5R)-5-[(3S,4R,5R)-5-[[(4S,5S,6R)-4-[(3S,4S,5R)-5-[(3S,4R,5R)-3,4-dihydroxy-6-methyl-5-[[(4S,5R,6R)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]-6-methyloxane-2,3,4-triol
• SMILES (Canonical): CC1C(C(C(C(O1)O)O)O)NC2C=C(C(C(C2O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)C)NC5C=C(C(C(C5O)O)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)NC8C=C(C(C(C8O)O)O)CO)O)O)O)O)CO)O)O)O)O)CO
• SMILES (Isomeric): CC1[C@@H]([C@H]([C@@H](C(O1)O)O)O)NC2C=C([C@@H]([C@H]([C@@H]2O)O)OC3[C@H]([C@@H]([C@H](C(O3)CO)OC4[C@H]([C@@H]([C@H](C(O4)C)NC5C=C([C@@H]([C@H]([C@@H]5O)O)OC6[C@H]([C@@H]([C@H](C(O6)CO)OC7[C@H]([C@@H]([C@H](C(O7)C)NC8C=C([C@@H]([C@H]([C@@H]8O)O)O)CO)O)O)O)O)CO)O)O)O)O)CO
• InChI: InChI=1S/C51H85N3O32/c1-12-23(30(64)38(72)47(77)78-12)53-19-5-16(8-56)43(34(68)28(19)62)83-50-41(75)37(71)46(22(11-59)81-50)86-49-40(74)32(66)25(14(3)80-49)54-20-6-17(9-57)44(35(69)29(20)63)84-51-42(76)36(70)45(21(10-58)82-51)85-48-39(73)31(65)24(13(2)79-48)52-18-4-15(7-55)26(60)33(67)27(18)61/h4-6,12-14,18-77H,7-11H2,1-3H3/t12?,13?,14?,18?,19?,20?,21?,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-,47?,48?,49?,50?,51?/m0/s1
• InChI Key: ADVPSQKLMVHHOI-JNZKTNTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₅N₃O₃₂
• Molecular Weight: 1252.20 g/mol
• Exact Mass: 1251.5116175 g/mol
• Topological Polar Surface Area (TPSA): 584.00 Ų
• XlogP: -16.10
• Atomic LogP (AlogP): -14.90
• H-Bond Acceptor: 35
• H-Bond Donor: 26
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9754	97.54%
Caco-2	-	0.8658	86.58%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5701	57.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8877	88.77%
P-glycoprotein inhibitior	+	0.7311	73.11%
P-glycoprotein substrate	-	0.6092	60.92%
CYP3A4 substrate	+	0.6215	62.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8060	80.60%
CYP3A4 inhibition	-	0.9488	94.88%
CYP2C9 inhibition	-	0.8751	87.51%
CYP2C19 inhibition	-	0.8569	85.69%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	-	0.5804	58.04%
CYP inhibitory promiscuity	-	0.7643	76.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.8104	81.04%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8362	83.62%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8382	83.82%
Acute Oral Toxicity (c)	III	0.4651	46.51%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.6993	69.93%
Thyroid receptor binding	+	0.6116	61.16%
Glucocorticoid receptor binding	+	0.6781	67.81%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.7899	78.99%
Honey bee toxicity	-	0.6476	64.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7631	76.31%

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	98.12%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.23%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.73%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.81%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.47%	95.83%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.72%	83.57%
CHEMBL4208	P20618	Proteasome component C5	81.63%	90.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.16%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163070002
• LOTUS: LTS0118939
• wikiData: Q104909831