NP-MRD: Showing NP-Card for Alpha-Lactose (NP0000332)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2022-01-25 19:39:37 UTC

NP-MRD ID

NP0000332

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alpha-Lactose

Description

Alpha-Lactose is the major sugar present in milk and the main source of energy supplied to the newborn mammalian in its mother's milk. Lactose is also an important osmotic regulator of lactation. It is digested by the intestinal lactase (EC 3.2.1.108), An enzyme expressed in newborns. Its activity declines following weaning. As a result, adult mammals are normally lactose-intolerant and more than 75% of the human adult population suffers from lactase deficiency. Lactase deficiency is present in up to 80 percent of blacks and Latinos, and up to 100 percent of American Indians and Asians. Persons with lactose intolerance are unable to digest significant amounts of lactose. Common symptoms include abdominal pain and bloating, excessive flatus, and watery stool following the ingestion of foods containing lactose. A sizable number of adults believe they are lactose intolerant but do not actually have impaired lactose digestion, and some persons with lactase deficiency can tolerate moderate amounts of ingested lactose. A diagnosis of lactose intolerance can usually be made with a careful history supported by dietary manipulation. If necessary, diagnosis can be confirmed by using a breath hydrogen or lactose tolerance test. These mostly uncomfortable symptoms of lactose maldigestion are blamed for a variably dairy consumption. There is, however, emerging evidence that certain lactic acid-producing bacteria, which selectively consume prebiotics, may be beneficial against some lower intestinal diseases. Lactose maldigestion and lactose should perhaps be re-evaluated as a potential provider of such a prebiotic. Treatment consists primarily of avoiding lactose-containing foods. Lactase enzyme supplements may be helpful. The degree of lactose malabsorption varies greatly among patients with lactose intolerance, but most of them can ingest up to 350 mL of milk daily without symptoms. Lactose-intolerant patients must ensure adequate calcium intake. (PMID: 13130292 , 12216958 , 12197838 , 12018807 ). Lactose in the urine is a biomarker for the consumption of milk.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000186
     RDKit          3D
Alpha-Lactose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.0237   -2.8281    0.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -1.9056    0.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -0.6730    1.1893 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2245    0.2558    1.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423    0.7110    0.5900 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    1.8252    1.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3248    1.0869   -0.6609 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7263    2.3226   -1.1775 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    1.2131   -0.3472 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1754    1.6098   -1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912   -0.0890    0.2048 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1419    0.2273    0.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -0.3091    0.4124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8408    0.7395   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105    0.2290   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5134    1.3981   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.3247   -2.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -0.7685   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9151   -0.2801   -0.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -1.0479    1.1520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8732   -0.1121    2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   -1.1265    1.4003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4143   -2.4602    1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076   -3.0975   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7225   -1.6804   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092   -2.3729    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -1.0151    2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405   -0.0345    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    2.5507    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898    0.3506   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    2.3565   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593    2.0187    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710    1.2263   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336   -0.7535   -0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -0.9332   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0821   -0.2004   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0856    1.8183   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2633    0.9652   -2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529    3.2614   -1.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -1.7359   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1185    0.3144    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -2.0297    1.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3516    0.0216    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6275   -0.7826    2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.5909    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  3  1  0
 22 13  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  6
  6 29  1  0
  7 30  1  6
  8 31  1  0
  9 32  1  1
 10 33  1  0
 11 34  1  6
 13 35  1  6
 15 36  1  6
 16 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END


  Mrv1652305271900022D          

 23 24  0  0  1  0            999 V2000
   13.1648  -12.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7358  -12.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4502  -10.3040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5937  -11.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1648  -14.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7358  -14.8416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3068  -14.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5937   -9.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1648   -9.0664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0213  -11.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5923  -12.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1648  -11.5415    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4502  -12.7790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8792  -11.1290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4502  -13.6040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4502  -11.1290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7358  -14.0165    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0213  -13.6040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0213  -12.7790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8792  -10.3040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1648   -9.8915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7358  -11.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3068  -12.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  6  0  0  0
 13  1  1  1  0  0  0
  2 13  1  0  0  0  0
  2 19  1  0  0  0  0
  3 16  1  0  0  0  0
  3 21  1  0  0  0  0
 14  4  1  1  0  0  0
 15  5  1  6  0  0  0
 17  6  1  1  0  0  0
 18  7  1  1  0  0  0
 20  8  1  6  0  0  0
 21  9  1  6  0  0  0
 10 22  1  0  0  0  0
 11 23  1  0  0  0  0
 12 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 17  1  0  0  0  0
 16 22  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 23  1  1  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000332

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
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-XLOQQCSPSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.915828392466445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-3.01

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.173689317234608

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.254374125721942

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835652988272

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-lactose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000186
     RDKit          3D
Alpha-Lactose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.0237   -2.8281    0.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -1.9056    0.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -0.6730    1.1893 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2245    0.2558    1.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423    0.7110    0.5900 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    1.8252    1.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3248    1.0869   -0.6609 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7263    2.3226   -1.1775 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    1.2131   -0.3472 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1754    1.6098   -1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912   -0.0890    0.2048 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1419    0.2273    0.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -0.3091    0.4124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8408    0.7395   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105    0.2290   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5134    1.3981   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.3247   -2.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -0.7685   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9151   -0.2801   -0.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -1.0479    1.1520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8732   -0.1121    2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   -1.1265    1.4003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4143   -2.4602    1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076   -3.0975   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7225   -1.6804   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092   -2.3729    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -1.0151    2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405   -0.0345    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    2.5507    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898    0.3506   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    2.3565   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593    2.0187    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710    1.2263   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336   -0.7535   -0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -0.9332   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0821   -0.2004   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0856    1.8183   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2633    0.9652   -2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529    3.2614   -1.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -1.7359   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1185    0.3144    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -2.0297    1.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3516    0.0216    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6275   -0.7826    2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.5909    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  3  1  0
 22 13  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  6
  6 29  1  0
  7 30  1  6
  8 31  1  0
  9 32  1  1
 10 33  1  0
 11 34  1  6
 13 35  1  6
 15 36  1  6
 16 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      24.574 -23.084   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      21.907 -23.084   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      23.240 -19.234   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      27.242 -21.544   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      24.574 -26.164   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      21.907 -27.704   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      19.239 -26.164   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      27.242 -18.464   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      24.574 -16.924   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      20.573 -20.774   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.906 -23.854   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      24.574 -21.544   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.240 -23.854   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.908 -20.774   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.240 -25.394   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.240 -20.774   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.907 -26.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.573 -25.394   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.573 -23.854   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.908 -19.234   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.574 -18.464   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.907 -21.544   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.239 -23.084   0.000  0.00  0.00           C+0
CONECT    1   12   13                                                       
CONECT    2   13   19                                                       
CONECT    3   16   21                                                       
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   17                                                            
CONECT    7   18                                                            
CONECT    8   20                                                            
CONECT    9   21                                                            
CONECT   10   22                                                            
CONECT   11   23                                                            
CONECT   12    1   14   16                                                  
CONECT   13    1    2   15                                                  
CONECT   14    4   12   20                                                  
CONECT   15    5   13   17                                                  
CONECT   16    3   12   22                                                  
CONECT   17    6   15   18                                                  
CONECT   18    7   17   19                                                  
CONECT   19    2   18   23                                                  
CONECT   20    8   14   21                                                  
CONECT   21    3    9   20                                                  
CONECT   22   10   16                                                       
CONECT   23   11   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0000186
HETATM    1  O1  UNL     1       2.024  -2.828   0.218  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.973  -1.906   0.631  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.284  -0.673   1.189  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.225   0.256   1.605  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.042   0.711   0.590  1.00  0.00           C  
HETATM    6  O3  UNL     1       4.729   1.825   1.083  1.00  0.00           O  
HETATM    7  C4  UNL     1       3.325   1.087  -0.661  1.00  0.00           C  
HETATM    8  O4  UNL     1       3.726   2.323  -1.178  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.850   1.213  -0.347  1.00  0.00           C  
HETATM   10  O5  UNL     1       1.175   1.610  -1.501  1.00  0.00           O  
HETATM   11  C6  UNL     1       1.291  -0.089   0.205  1.00  0.00           C  
HETATM   12  O6  UNL     1       0.142   0.227   0.889  1.00  0.00           O  
HETATM   13  C7  UNL     1      -1.008  -0.309   0.412  1.00  0.00           C  
HETATM   14  O7  UNL     1      -1.841   0.740  -0.003  1.00  0.00           O  
HETATM   15  C8  UNL     1      -2.710   0.229  -0.935  1.00  0.00           C  
HETATM   16  C9  UNL     1      -3.513   1.398  -1.516  1.00  0.00           C  
HETATM   17  O8  UNL     1      -2.698   2.325  -2.118  1.00  0.00           O  
HETATM   18  C10 UNL     1      -3.610  -0.769  -0.294  1.00  0.00           C  
HETATM   19  O9  UNL     1      -4.915  -0.280  -0.336  1.00  0.00           O  
HETATM   20  C11 UNL     1      -3.283  -1.048   1.152  1.00  0.00           C  
HETATM   21  O10 UNL     1      -3.873  -0.112   2.004  1.00  0.00           O  
HETATM   22  C12 UNL     1      -1.793  -1.126   1.400  1.00  0.00           C  
HETATM   23  O11 UNL     1      -1.414  -2.460   1.243  1.00  0.00           O  
HETATM   24  H1  UNL     1       2.108  -3.097  -0.721  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.723  -1.680  -0.128  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.509  -2.373   1.496  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.749  -1.015   2.100  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.840  -0.034   0.323  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.795   2.551   0.438  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.490   0.351  -1.496  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.642   2.356  -2.171  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.759   2.019   0.419  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.671   1.226  -2.286  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.134  -0.753  -0.665  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.811  -0.933  -0.481  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.082  -0.200  -1.764  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.086   1.818  -0.642  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.263   0.965  -2.194  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.953   3.261  -1.943  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.595  -1.736  -0.865  1.00  0.00           H  
HETATM   41  H18 UNL     1      -5.118   0.314   0.414  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.754  -2.030   1.398  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.352   0.022   2.839  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.628  -0.783   2.448  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.904  -2.591   0.409  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   25   26
CONECT    3    4   11   27
CONECT    4    5
CONECT    5    6    7   28
CONECT    6   29
CONECT    7    8    9   30
CONECT    8   31
CONECT    9   10   11   32
CONECT   10   33
CONECT   11   12   34
CONECT   12   13
CONECT   13   14   22   35
CONECT   14   15
CONECT   15   16   18   36
CONECT   16   17   37   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   22   42
CONECT   21   43
CONECT   22   23   44
CONECT   23   45
END

HMDB0000186
     RDKit          3D
Alpha-Lactose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.0237   -2.8281    0.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -1.9056    0.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -0.6730    1.1893 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2245    0.2558    1.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423    0.7110    0.5900 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    1.8252    1.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3248    1.0869   -0.6609 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7263    2.3226   -1.1775 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    1.2131   -0.3472 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1754    1.6098   -1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912   -0.0890    0.2048 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1419    0.2273    0.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -0.3091    0.4124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8408    0.7395   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105    0.2290   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5134    1.3981   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.3247   -2.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -0.7685   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9151   -0.2801   -0.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -1.0479    1.1520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8732   -0.1121    2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   -1.1265    1.4003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4143   -2.4602    1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076   -3.0975   -0.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7225   -1.6804   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092   -2.3729    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -1.0151    2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405   -0.0345    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    2.5507    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898    0.3506   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    2.3565   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593    2.0187    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710    1.2263   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336   -0.7535   -0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -0.9332   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0821   -0.2004   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0856    1.8183   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2633    0.9652   -2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529    3.2614   -1.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -1.7359   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1185    0.3144    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -2.0297    1.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3516    0.0216    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6275   -0.7826    2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.5909    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  3  1  0
 22 13  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  6
  6 29  1  0
  7 30  1  6
  8 31  1  0
  9 32  1  1
 10 33  1  0
 11 34  1  6
 13 35  1  6
 15 36  1  6
 16 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

View in JSmol

Synonyms

Value	Source
1-beta-D-Galactopyranosyl-4-alpha-D-glucopyranose	ChEBI
4-O-beta-D-Galactopyranosyl-alpha-D-glucopyranose	ChEBI
Anhydrous lactose	ChEBI
beta-D-Galp-(1->4)-alpha-D-GLCP	ChEBI
Lactose	ChEBI
Milk sugar	ChEBI
WURCS=2.0/2,2,1/[a2122h-1a_1-5][a2112h-1b_1-5]/1-2/a4-b1	ChEBI
1-b-D-Galactopyranosyl-4-a-D-glucopyranose	Generator
1-Β-D-galactopyranosyl-4-α-D-glucopyranose	Generator
4-O-b-D-Galactopyranosyl-a-D-glucopyranose	Generator
4-O-Β-D-galactopyranosyl-α-D-glucopyranose	Generator
b-D-Galp-(1->4)-a-D-GLCP	Generator
Β-D-galp-(1->4)-α-D-GLCP	Generator
a-Lactose	Generator
Α-lactose	Generator
(+)-Lactose	HMDB
1-beta-delta-Galactopyranosyl-4-alpha-delta-glucopyranose	HMDB
4-O-Hexopyranosylhexose	HMDB
Aletobiose	HMDB
Dilactose	HMDB
Fast-flo lactose	HMDB
Flowlac 100	HMDB
Galactinum	HMDB
GLC-(4-1)Gal	HMDB
Granulac 140m	HMDB
Lactin	HMDB
Lactin (carbohydrate)	HMDB
Lactobiose	HMDB
Lactohale 300	HMDB
Lactose anhydride	HMDB
Lactose fast-flo	HMDB
Osmolactan	HMDB
Pharmatosa DCL 21	HMDB
Pharmatose 21	HMDB
Pharmatose 325m	HMDB
Pharmatose DCL 15	HMDB
Prismalac	HMDB
Respitose ML 003	HMDB
Respitose SV 003	HMDB
Saccharum lactin	HMDB
Sachelac	HMDB
Sorbalac 400	HMDB
Sorbolac 400	HMDB
Spherolac	HMDB
Super-tab	HMDB
Tablettose	HMDB
Tablettose 70	HMDB
Tablettose 80	HMDB
Zeparox ep	HMDB
Lactose, anhydrous	HMDB

Chemical Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965 Da

Monoisotopic Mass

342.11621 Da

IUPAC Name

(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

Traditional Name

α-lactose

CAS Registry Number

63-42-3

SMILES

OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

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-XLOQQCSPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, simulated)	Ahselim			2022-02-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, experimental)	Ahselim			2022-02-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 400 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, simulated)	V.dorna83			2021-08-08	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Penicillium chrysogenum	LOTUS Database	35616633
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

lactose (CHEBI:36219 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	201 - 202 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	195 mg/mL at 20 °C	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	586 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	30.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000186

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

267

PubChem Compound

84571

PDB ID

Not Available

ChEBI ID

36219

Good Scents ID

Not Available

References

General References

Jung SK, Fujimoto D: A novel beta-galactoside-binding lectin in adult rat kidney. J Biochem. 1994 Sep;116(3):547-53. [PubMed:7852273 ]
Oozeer R, Furet JP, Goupil-Feuillerat N, Anba J, Mengaud J, Corthier G: Differential activities of four Lactobacillus casei promoters during bacterial transit through the gastrointestinal tracts of human-microbiota-associated mice. Appl Environ Microbiol. 2005 Mar;71(3):1356-63. [PubMed:15746338 ]
Dimopoulos MA, Anagnostopoulos A: Thalidomide in relapsed/refractory multiple myeloma: pivotal trials conducted outside the United States. Semin Hematol. 2003 Oct;40(4 Suppl 4):8-16. [PubMed:15015891 ]
Muthusamy A, Erickson DR, Sheykhnazari M, Bhavanandan VP: Enhanced binding of modified pentosan polysulfate and heparin to bladder--a strategy for improved treatment of interstitial cystitis. Urology. 2006 Jan;67(1):209-13. [PubMed:16413377 ]
Johnson JD, Simoons FJ, Hurwitz R, Grange A, Mitchell CH, Sinatra FR, Sunshine P, Robertson WV, Bennett PH, Kretchmer N: Lactose malabsorption among the Pima indians of Arizona. Gastroenterology. 1977 Dec;73(6):1299-304. [PubMed:578795 ]
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Showing NP-Card for Alpha-Lactose (NP0000332)

MOL for NP0000332 (Alpha-Lactose)

3D MOL for NP0000332 (Alpha-Lactose)

3D SDF for NP0000332 (Alpha-Lactose)

3D-SDF for NP0000332 (Alpha-Lactose)

PDB for NP0000332 (Alpha-Lactose)

3D PDB for NP0000332 (Alpha-Lactose)

SMILES for NP0000332 (Alpha-Lactose)

INCHI for NP0000332 (Alpha-Lactose)

Structure for NP0000332 (Alpha-Lactose)

3D Structure for NP0000332 (Alpha-Lactose)