Tubuloside A

Details

• Internal ID: 676256bb-4129-4d00-a1fb-8fc27aab26fa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC(=O)/C=C/C5=CC(=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C37H48O21/c1-15-26(45)28(47)31(50)36(53-15)58-33-32(57-25(44)8-5-17-3-6-19(40)21(42)11-17)24(14-52-35-30(49)29(48)27(46)23(13-38)55-35)56-37(34(33)54-16(2)39)51-10-9-18-4-7-20(41)22(43)12-18/h3-8,11-12,15,23-24,26-38,40-43,45-50H,9-10,13-14H2,1-2H3/b8-5+/t15-,23+,24+,26-,27+,28+,29-,30+,31+,32+,33-,34+,35+,36-,37+/m0/s1
• InChI Key: KZLDMAIXPXOZCX-BBQAUMBQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₈O₂₁
• Molecular Weight: 828.80 g/mol
• Exact Mass: 828.26880854 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.62
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

• 112516-05-9
• [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SCHEMBL4044477
• MFCD28251989
• AKOS037514890
• (2R,3R,4S,5R,6R)-5-(acetyloxy)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8247	82.47%
Caco-2	-	0.8918	89.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7432	74.32%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8847	88.47%
P-glycoprotein inhibitior	+	0.6266	62.66%
P-glycoprotein substrate	-	0.5300	53.00%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	-	0.7374	73.74%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.8634	86.34%
CYP2C8 inhibition	+	0.7293	72.93%
CYP inhibitory promiscuity	-	0.8392	83.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7237	72.37%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.8575	85.75%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7427	74.27%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8963	89.63%
Acute Oral Toxicity (c)	III	0.7674	76.74%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	-	0.7965	79.65%
Thyroid receptor binding	+	0.5297	52.97%
Glucocorticoid receptor binding	+	0.5880	58.80%
Aromatase binding	-	0.5175	51.75%
PPAR gamma	+	0.7245	72.45%
Honey bee toxicity	-	0.6622	66.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8800	88.00%

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	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.78%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.93%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.45%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.92%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.28%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.64%	86.92%
CHEMBL3194	P02766	Transthyretin	90.61%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.47%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	88.23%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.76%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.30%	80.78%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.86%	96.37%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.28%	97.36%
CHEMBL4208	P20618	Proteasome component C5	83.98%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.65%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.89%	95.89%

Plants that contains it

• Cistanche deserticola
• Cistanche phelypaea

Cross-Links

• PubChem: 21637830
• NPASS: NPC272741
• LOTUS: LTS0258630
• wikiData: Q105148309