Trehalose dihydrate

Details

• Internal ID: c801eab0-09d2-4761-833c-83e0ca2c4abb
• 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;dihydrate
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)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.O.O
• InChI: InChI=1S/C12H22O11.2H2O/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;2*1H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-;;/m1../s1
• InChI Key: DPVHGFAJLZWDOC-PVXXTIHASA-N
• Popularity: 177 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₆O₁₃
• Molecular Weight: 378.33 g/mol
• Exact Mass: 378.13734088 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -7.05
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• 6138-23-4
• Trehalose dihydrate
• D-Trehalose dihydrate
• alpha,alpha-Trehalose dihydrate
• a,a-Trehalose
• TREHALOSE, DIHYDRATE
• UNII-7YIN7J07X4
• 7YIN7J07X4
• DTXSID3047972
• (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;dihydrate
• MFCD00071594
• alpha-D-Glucopyranoside, alpha-D-glucopyranosyl, dihydrate
• (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) dihydrate
• alp,alp.-Trehalose
• MYCOSE DIHYDRATE
• a,a-Trehalose dihydrate
• dextro-trehalose dihydrate
• D-Trehalose; ,-Trehalose
• SCHEMBL166078
• CHEMBL3188936
• DTXCID9027948
• FEMA NO. 4600
• TREHALOSE DIHYDRATE [MI]
• Trehalose dihydrate, cell culture
• DPVHGFAJLZWDOC-PVXXTIHASA-N
• HMS3885G16
• Tox21_201106
• Trehalose (for injection) (sterile)
• TREHALOSE DIHYDRATE [WHO-DD]
• a-d-glucopyranosyl-a-d-glucopyranoside
• AKOS016010526
• CCG-268385
• C12-H22-O11.2H2-O
• NCGC00258658-01
• AS-11785
• BP-20564
• TREHALOSE DIHYDRATE [EP MONOGRAPH]
• CAS-6138-23-4
• D-(+)-Trehalose dihydrate, p.a., 99%
• 2,2'-(1,6-Hexanediyldioxy)bisbenzaldehyde
• alp.-D-Glucopyranosyl-alp.-D-glucopyranoside
• D-Trehalose dihydrate; ,-Trehalose dihydrate
• S3992
• .ALPHA., .ALPHA.-TREHALOSE DIHYDRATE
• D70602
• A833195
• D-Trehalose dihydrate 1000 microg/mL in Acetonitrile
• Q27269028
• D-(+)-Trehalose dihydrate, for microbiology, >=99.0%
• D-(+)-Trehalose dihydrate, SAJ special grade, >=99.0%
• .alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl, dihydrate
• D-(+)-Trehalose dihydrate, Vetec(TM) reagent grade, >=99%
• Trehalose, United States Pharmacopeia (USP) Reference Standard
• .ALPHA.-D-GLUCOPYRANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE DIHYDRATE
• D-(+)-Trehalose dihydrate, from Saccharomyces cerevisiae, >=99%
• Trehalose dihydrate, European Pharmacopoeia (EP) Reference Standard
• D-(+)-Trehalose dihydrate, from Saccharomyces cerevisiae, >=98.5% (HPLC)
• Trehalose, Pharmaceutical Secondary Standard; Certified Reference Material
• D-(+)-Trehalose dihydrate (D-Trehalose dihydrate; alpha,alpha-Trehalose dihydrate)
• (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)dihydrate
• 2-(hydroxymethyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol dihydrate
• 2-(hydroxymethyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3,4,5-triol dihydrate;D-(+)-Trehalose dihydrate
• D-(+)-Trehalose dihydrate, from Saccharomyces cerevisiae, BioReagent, plant cell culture tested
• D-(+)-Trehalose dihydrate, from Saccharomyces cerevisiae, powder, BioReagent, suitable for cell culture, suitable for insect cell culture, >=99%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9626	96.26%
Caco-2	-	0.9325	93.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9550	95.50%
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	-	0.9951	99.51%
CYP3A4 substrate	-	0.6276	62.76%
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	-	0.9659	96.59%
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	-	0.9907	99.07%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.8869	88.69%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9386	93.86%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.4722	47.22%
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	-	0.6950	69.50%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.8751	87.51%

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	91.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.13%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.95%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.46%	86.92%
CHEMBL3589	P55263	Adenosine kinase	87.26%	98.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.62%	96.61%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 181978
• NPASS: NPC242073