(1S,3R,5R,7R,9S,13R,17R,18S,19Z,21Z,23E,25E,27E,29E,31E,33S,35R,36R,37R)-33-[(2R,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,7,9,13,37-heptahydroxy-17-[(2R,5R)-5-hydroxy-7-[4-(methylamino)phenyl]-7-oxoheptan-2-yl]-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid

Details

• Internal ID: b0b93ef5-ffe8-4811-b9a7-524f994227ad
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (1S,3R,5R,7R,9S,13R,17R,18S,19Z,21Z,23E,25E,27E,29E,31E,33S,35R,36R,37R)-33-[(2R,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,7,9,13,37-heptahydroxy-17-[(2R,5R)-5-hydroxy-7-[4-(methylamino)phenyl]-7-oxoheptan-2-yl]-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
• SMILES (Canonical): CC1C=CC=CC=CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC(CC(CC(CC(=O)CC(CC(=O)OC1C(C)CCC(CC(=O)C3=CC=C(C=C3)NC)O)O)O)O)O)O)O)O)C(=O)O)OC4C(C(C(C(O4)C)O)N)O
• SMILES (Isomeric): C[C@H]1/C=C\C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C[C@@H]2[C@@H]([C@@H](C[C@@](O2)(C[C@@H](C[C@@H](C[C@H](C[C@@H](CC(=O)C[C@H](CC(=O)O[C@@H]1[C@H](C)CC[C@H](CC(=O)C3=CC=C(C=C3)NC)O)O)O)O)O)O)O)O)C(=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C)O)N)O
• InChI: InChI=1S/C59H86N2O19/c1-35-17-15-13-11-9-7-5-6-8-10-12-14-16-18-47(78-58-55(73)53(60)54(72)37(3)77-58)32-50-52(57(74)75)49(70)34-59(76,80-50)33-46(68)29-44(66)27-42(64)25-41(63)26-43(65)28-45(67)31-51(71)79-56(35)36(2)19-24-40(62)30-48(69)38-20-22-39(61-4)23-21-38/h5-18,20-23,35-37,40-42,44-47,49-50,52-56,58,61-64,66-68,70,72-73,76H,19,24-34,60H2,1-4H3,(H,74,75)/b6-5+,9-7+,10-8+,13-11-,14-12+,17-15-,18-16+/t35-,36+,37+,40+,41-,42-,44+,45+,46+,47+,49+,50+,52+,53-,54+,55+,56-,58-,59-/m0/s1
• InChI Key: PILBMRSRDPAALN-ABBBYTQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₈₆N₂O₁₉
• Molecular Weight: 1127.30 g/mol
• Exact Mass: 1126.58247852 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 20
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9346	93.46%
Caco-2	-	0.8613	86.13%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.3587	35.87%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9692	96.92%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.8055	80.55%
CYP3A4 substrate	+	0.7340	73.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9142	91.42%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	+	0.8658	86.58%
CYP inhibitory promiscuity	-	0.9582	95.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6720	67.20%
Acute Oral Toxicity (c)	III	0.6651	66.51%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	+	0.6332	63.32%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	+	0.8113	81.13%
Honey bee toxicity	-	0.6233	62.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5453	54.53%
Fish aquatic toxicity	+	0.9278	92.78%

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	99.49%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.91%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.08%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.62%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.67%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.64%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	89.25%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.00%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.32%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.65%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.88%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.80%	96.90%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.94%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.10%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.66%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.49%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.40%	91.19%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.34%	92.67%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.32%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589076
• LOTUS: LTS0084554
• wikiData: Q105209583