beta-Lactose

Details

• Internal ID: 5649e259-a4ec-4d5b-9ca2-3a29b0e1941f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)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](O[C@H]([C@@H]([C@H]2O)O)O)CO)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11-,12+/m1/s1
• InChI Key: GUBGYTABKSRVRQ-DCSYEGIMSA-N
• Popularity: 52,305 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: -4.70
• Atomic LogP (AlogP): -5.40
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• beta-Lactose
• 5965-66-2
• lactose
• D-Lactose
• 4-O-beta-D-Galactopyranosyl-beta-D-glucopyranose
• .beta.-Lactose
• Milk sugar
• beta-D-Glucopyranose, 4-O-beta-D-galactopyranosyl-
• 13Q3A43E0S
• (+)-Lactose
• beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranose
• DTXSID5058723
• CHEBI:36218
• 4-(beta-D-Galactosido)-D-glucose
• 4-O-beta-D-Galactopyranosyl-D-glucose
• RefChem:5602
• GlyTouCan:G84224TW
• DTXCID50196482
• G84224TW
• D-Glucose, 4-O-beta-D-galactopyranosyl
• 227-751-9
• D-(+)-Lactose
• Lactose [JAN]
• Lactobiose
• (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• Beta-d-lactose, with 30% alfa
• Osmolactan
• (2R,3R,4R,5S,6R)-6-(Hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2,3,4-triol
• (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-tetrahydropyran-3,4,5-triol
• (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
• Super-Tab
• Tablettose 70
• Tablettose 80
• Lactosum anhydricum
• Pharmatose 325M
• .beta.-D-Lactose
• Sorbalac 400
• Flowlac 100
• Pharmatosa DCL 21
• LAT
• EINECS 227-751-9
• UNII-13Q3A43E0S
• ss-Lactose
• beta -lactose
• 1gwv
• 1gzc
• 2zgm
• Galbeta1-4Glcbeta
• Galb1-4Glcb
• MFCD00064521
• Lactose (8CI)
• 1ax1
• 1z3v
• 2nn8
• SCHEMBL782
• 4-O-(b-D-Galactopyranosyl)-b-D-glucopyranose
• Tox21_301866
• BDBM50370453
• beta-D-Galp-(1->4)-beta-D-Glcp
• beta-D-Gal-(1-->4)-beta-D-Glc
• AKOS015950662
• HY-W150340
• OL15748
• B-LACTOSE - MIN 70% B-ANOMER
• CAS-63-42-3
• NCGC00255383-01
• AS-87526
• .beta.-D-Gal-(1-->4)-.beta.-D-Glc
• DB-229978
• CS-0206827
• NS00083021
• 820 - Lactose (low levels) - Food products
• C01970
• D-Glucose, 4-O-b-D-galactopyranosyl- (9CI)
• F71297
• beta-D-galactopyranosyl-(1->4)-beta-D-glucose
• EN300-7536191
• F863636
• Q127900
• 4-O-(beta-D-Galactopyranosyl)-beta-D-glucopyranose
• beta-Lactose, suitable for component for culture media
• beta-D-Lactose, contains ca. 70% beta and ca. 30% alpha
• 60B85732-763B-4E21-BD67-6163315FD251
• beta-Lactose, <=30% alpha-anomer basis, >=99% total lactose basis

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9680	96.80%
Caco-2	-	0.9398	93.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9630	96.30%
P-glycoprotein inhibitior	-	0.9209	92.09%
P-glycoprotein substrate	-	0.9852	98.52%
CYP3A4 substrate	-	0.5604	56.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8414	84.14%
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	-	0.9339	93.39%
CYP inhibitory promiscuity	-	0.8898	88.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9614	96.14%
Skin irritation	-	0.8992	89.92%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4656	46.56%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9455	94.55%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.7285	72.85%
Acute Oral Toxicity (c)	IV	0.6266	62.66%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.5844	58.44%
Thyroid receptor binding	+	0.6084	60.84%
Glucocorticoid receptor binding	-	0.8031	80.31%
Aromatase binding	+	0.7025	70.25%
PPAR gamma	+	0.5186	51.86%
Honey bee toxicity	-	0.5458	54.58%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
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	91.52%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.27%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.41%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	89.28%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL3589	P55263	Adenosine kinase	85.21%	98.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.94%	96.61%

Plants that contains it

• Arisaema tortuosum subsp. tortuosum
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium
• Hypericum perforatum
• Pogostemon cablin

Cross-Links

• PubChem: 6134
• NPASS: NPC58629
• ChEMBL: CHEMBL417016
• LOTUS: LTS0113987
• wikiData: Q127900