Trehalose

Details

• Internal ID: 9745758d-834e-4805-b704-e43b00daceec
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)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]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1
• InChI Key: HDTRYLNUVZCQOY-LIZSDCNHSA-N
• Popularity: 18,667 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O₁₁
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11621151 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -5.40
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• 99-20-7
• D-(+)-Trehalose
• Mycose
• alpha,alpha-trehalose
• Ergot sugar
• alpha-D-Trehalose
• Cabaletta
• Mushroom sugar
• Natural trehalose
• alpha-D-glucopyranosyl-alpha-D-glucopyranoside
• alpha,alpha'-Trehalose
• CHEBI:16551
• B8WCK70T7I
• alpha-D-glucopyranosyl alpha-D-glucopyranoside
• NSC-2093
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol
• CHEBI:27082
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)oxane-3,4,5-triol
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxane-3,4,5-triol
• RefChem:6317
• GlyTouCan:G92130SN
• zozu abundant charming hips cream
• zozu plump beautiful breast cream
• G92130SN
• 202-739-6
• D-Trehalose
• D-(+)-Trehalose, anhydrous
• D-(+)-Trehalose Anhydrous
• MFCD00006628
• Trehaose
• Treha
• alpha-Trehalose
• alpha,alpha'-D-Trehalose
• alpha-D-Glucopyranoside, alpha-D-glucopyranosyl
• (2R,2'R,3S,3'S,4S,4'S,5R,5'R,6R,6'R)-6,6'-oxybis(2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol)
• .alpha.,.alpha.-Trehalose
• Thealoz
• NSC 2093
• TRE
• Trehalose, alpha,alpha'-
• UNII-B8WCK70T7I
• Trehalose [INN:BAN:NF]
• D-Trehalose, Carrier Protein
• Trehalose P
• DTXSID3048102
• D(+)Trehalose
• Mycose,1-O-alpha-D-glucopyranosyl-alpha-D-glucopyranoside
• Trehalose (8CI)
• EINECS 202-739-6
• alpha-alpha-Trehalose
• D-trehalose-anhydrous
• 2b1q
• TREHALOSE [FCC]
• .alpha.-d-Glucopyranosyl-.alpha.-d-glucopyranoside
• delta-trehalose-anhydrous
• TREHALOSE [MI]
• bmse000125
• bmse000815
• bmse000876
• SCHEMBL8739
• TREHALOSE [USP-RS]
• TREHALOSE [WHO-DD]
• D-(+)-Trehalose Anhydrous
• HY-CP001
• orb1304727
• CHEMBL1236395
• MSK3223
• CHEBI:140775
• GLXC-21554
• HMS3886N22
• HY-N1132
• BDBM50235450
• s9348
• a-D-Glucopyranosyl a-D-glucopyranoside
• AKOS016010347
• CCG-208048
• DB12310
• OT03932
• alpha-D-Glcp-(1<->1)-alpha-D-Glcp
• SMP1_000299
• alpha-D-Glcp-(1&harr;1)-alpha-D-Glcp
• NCGC00248923-01
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3,4,5-triol
• AS-10470
• DA-52734
• SY009512
• CS-0016421
• NS00015235
• T0331
• T0832
• Alpha-D-Glucopyranosyl-Alpha-D-Glucopyranoside.
• C01083
• F14769
• a-D-Glucopyranosyl-a-D-glucopyranoside anhydrous
• EN300-7445442
• Q421773
• alpha-D-Glucopyranoside, a-D-glucopyranosyl (9CI)
• BRD-K54028654-001-01-8
• BRD-K54028654-001-02-6
• 1-[(1->4)-alpha-D-glucosyl]n-alpha-D-glucopyranoside
• Z2417819595
• 695EE371-8DF9-4915-942E-8B5EA4C7CF09

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9680	96.80%
Caco-2	-	0.9325	93.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9756	97.56%
P-glycoprotein inhibitior	-	0.9089	90.89%
P-glycoprotein substrate	-	0.9955	99.55%
CYP3A4 substrate	-	0.6455	64.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9376	93.76%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.9610	96.10%
CYP2C8 inhibition	-	0.9699	96.99%
CYP inhibitory promiscuity	-	0.8898	88.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.8992	89.92%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9455	94.55%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.4517	45.17%
Acute Oral Toxicity (c)	IV	0.6266	62.66%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.6620	66.20%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	-	0.8556	85.56%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.5394	53.94%
Honey bee toxicity	-	0.7623	76.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
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	90.73%	91.11%
CHEMBL3589	P55263	Adenosine kinase	87.48%	98.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.32%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.23%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	84.03%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.00%	96.61%

Plants that contains it

• Arabidopsis thaliana
• Dacrycarpus imbricatus
• Linum usitatissimum
• Lotus corniculatus
• Lotus corniculatus subsp. corniculatus
• Medicago sativa
• Momordica charantia
• Myrothamnus flabellifolia
• Panax ginseng
• Pogostemon cablin
• Selaginella nothohybrida

Cross-Links

• PubChem: 7427
• NPASS: NPC107914
• LOTUS: LTS0253417
• wikiData: Q105252103