Natural Product: NPC317651
Natural Product ID:   | NPC317651 |
Common Name*:   | (2S,3S,4R,5R)-3,4,5,6-Tetrahydroxyoxane-2-Carboxylic Acid |
IUPAC Name:   | (2S,3S,4R,5R)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid |
Synonyms:   | |
Standard InCHIKey:   | AEMOLEFTQBMNLQ-PKKLWIBTSA-N |
Standard InCHI:   | InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2+,3-,4+,6?/m1/s1 |
SMILES:   | OC1O[C@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
CHEMBL2068684 |
PubChem CID:   |
6602103 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0004603] Organic oxygen compounds
-
[CHEMONTID:0000323] Organooxygen compounds
[CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates[CHEMONTID:0000215] Sugar acids and derivatives[CHEMONTID:0002094] Glucuronic acid derivatives
|
*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.
  Species Source
Organism ID |
Organism Name |
Taxonomy Level |
Family |
SuperKingdom |
Isolation Part |
Collection Location |
Collection Time |
Reference |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
Flowers |
Tantempango, Hidalgo, Mexico |
2019-May |
DOI[10.1007/s11130-020-00822-2] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
root |
n.a. |
DOI[10.1021/np50075a009] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[16297615] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[17253088] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[18409045] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
whole plant |
n.a. |
PMID[18543151] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
flower buds |
n.a. |
n.a. |
PMID[19926279] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[2092947] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
berry |
n.a. |
n.a. |
PMID[21216145] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
leaves |
n.a. |
n.a. |
PMID[24290061] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[24358188] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[24968750] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[25068786] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[25152999] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
stems-leaves |
n.a. |
n.a. |
PMID[26420067] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
stem |
n.a. |
PMID[27914541] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
Flower Buds |
n.a. |
n.a. |
PMID[28345906] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[30758201] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[32129622] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[8778246] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[MetaboLights] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO29141 |
Panax ginseng |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO24846 |
Astragalus membranaceus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11578 |
Aloe vera |
Species |
Xanthorrhoeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].
  NP Quantity Composition/Concentration
Organism ID |
NP ID |
Organism Material Preparation |
Organism Part |
NP Quantity (Standard) |
NP Quantity (Minimum) |
NP Quantity (Maximum) |
Quantity Unit |
Reference |
☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].
  Biological Activity
Activity Type |
# Activity |
Potency |
13 |
Activity Type |
# Activity |
Individual Protein |
11 |
Organism |
2 |
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
NPT483 |
Individual Protein |
Prelamin-A/C |
Homo sapiens |
Potency |
= |
35481.3 |
nM |
PMID[449022] |
NPT50 |
Individual Protein |
Tyrosyl-DNA phosphodiesterase 1 |
Homo sapiens |
Potency |
= |
7943.3 |
nM |
PMID[449023] |
NPT211 |
Individual Protein |
Hypoxia-inducible factor 1 alpha |
Homo sapiens |
Potency |
= |
199.5 |
nM |
PMID[449022] |
NPT55 |
Individual Protein |
Putative fructose-1,6-bisphosphate aldolase |
Giardia intestinalis |
Potency |
= |
14091.9 |
nM |
PMID[449023] |
NPT50 |
Individual Protein |
Tyrosyl-DNA phosphodiesterase 1 |
Homo sapiens |
Potency |
n.a. |
5011.9 |
nM |
PMID[449023] |
NPT10 |
Individual Protein |
Geminin |
Homo sapiens |
Potency |
n.a. |
13335.9 |
nM |
PMID[449022] |
NPT50 |
Individual Protein |
Tyrosyl-DNA phosphodiesterase 1 |
Homo sapiens |
Potency |
n.a. |
17782.8 |
nM |
PMID[449024] |
NPT50 |
Individual Protein |
Tyrosyl-DNA phosphodiesterase 1 |
Homo sapiens |
Potency |
n.a. |
22387.2 |
nM |
PMID[449024] |
NPT49 |
Individual Protein |
DNA-(apurinic or apyrimidinic site) lyase |
Homo sapiens |
Potency |
n.a. |
631.0 |
nM |
PMID[449023] |
NPT6 |
Organism |
Plasmodium falciparum |
Plasmodium falciparum |
Potency |
n.a. |
8492.1 |
nM |
PMID[449022] |
NPT8 |
Individual Protein |
DNA polymerase iota |
Homo sapiens |
Potency |
n.a. |
89125.1 |
nM |
PMID[449024] |
NPT6 |
Organism |
Plasmodium falciparum |
Plasmodium falciparum |
Potency |
n.a. |
6012.0 |
nM |
PMID[449022] |
☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.
  Chemically structural similarity: I. Similar Active Natural Products in NPASS
Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)
Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
●  The left chart: Distribution of similarity level between NPC317651 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 1207 |
0.1-0.2 | 7153 |
0.2-0.3 | 15769 |
0.3-0.4 | 12417 |
0.4-0.5 | 5173 |
0.5-0.6 | 801 |
0.6-0.7 | 141 |
0.7-0.8 | 31 |
0.8-0.85 | 0 |
0.85-0.9 | 1 |
0.9-0.95 | 2 |
0.95-1 | 2 |
  Chemically structural similarity: II. Similar Clinical/Approved Drugs
Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.
●  The left chart: Distribution of similarity level between NPC317651 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 1389 |
0.1-0.2 | 4784 |
0.2-0.3 | 1941 |
0.3-0.4 | 672 |
0.4-0.5 | 225 |
0.5-0.6 | 81 |
0.6-0.7 | 32 |
0.7-0.8 | 21 |
0.8-0.85 | 0 |
0.85-0.9 | 3 |
0.9-0.95 | 1 |
0.95-1 | 1 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |
1.0 |
High Similarity |
NPD8961 |
Approved |
0.9138 |
High Similarity |
NPD8959 |
Approved |
0.9048 |
High Similarity |
NPD897 |
Approved |
0.9048 |
High Similarity |
NPD898 |
Approved |
0.9048 |
High Similarity |
NPD896 |
Approved |
0.8276 |
Intermediate Similarity |
NPD9011 |
Approved |
0.8276 |
Intermediate Similarity |
NPD9007 |
Approved |
0.8276 |
Intermediate Similarity |
NPD72 |
Approved |
0.8276 |
Intermediate Similarity |
NPD65 |
Approved |
0.8276 |
Intermediate Similarity |
NPD9010 |
Approved |
0.8276 |
Intermediate Similarity |
NPD9008 |
Approved |
0.8276 |
Intermediate Similarity |
NPD64 |
Approved |
0.8276 |
Intermediate Similarity |
NPD66 |
Approved |
0.8276 |
Intermediate Similarity |
NPD8960 |
Approved |
0.8276 |
Intermediate Similarity |
NPD9009 |
Approved |
0.7945 |
Intermediate Similarity |
NPD7329 |
Approved |
0.7857 |
Intermediate Similarity |
NPD3181 |
Approved |
0.7742 |
Intermediate Similarity |
NPD73 |
Approved |
0.75 |
Intermediate Similarity |
NPD9002 |
Approved |
0.75 |
Intermediate Similarity |
NPD9001 |
Clinical (unspecified phase) |
0.7288 |
Intermediate Similarity |
NPD9005 |
Phase 3 |
0.7288 |
Intermediate Similarity |
NPD9004 |
Approved |
0.7288 |
Intermediate Similarity |
NPD9003 |
Clinical (unspecified phase) |
0.7241 |
Intermediate Similarity |
NPD9000 |
Phase 3 |
0.7241 |
Intermediate Similarity |
NPD8993 |
Phase 1 |
0.7241 |
Intermediate Similarity |
NPD8997 |
Approved |
0.7241 |
Intermediate Similarity |
NPD8999 |
Phase 3 |
0.7241 |
Intermediate Similarity |
NPD8998 |
Phase 2 |
0.7 |
Intermediate Similarity |
NPD8966 |
Approved |
0.7 |
Intermediate Similarity |
NPD8965 |
Approved |
0.6744 |
Remote Similarity |
NPD1446 |
Phase 3 |
0.6744 |
Remote Similarity |
NPD1447 |
Phase 3 |
0.6724 |
Remote Similarity |
NPD8788 |
Approved |
0.6711 |
Remote Similarity |
NPD11 |
Approved |
0.6711 |
Remote Similarity |
NPD376 |
Approved |
0.6667 |
Remote Similarity |
NPD905 |
Approved |
0.6667 |
Remote Similarity |
NPD904 |
Phase 3 |
0.6613 |
Remote Similarity |
NPD8964 |
Approved |
0.6462 |
Remote Similarity |
NPD888 |
Phase 3 |
0.6462 |
Remote Similarity |
NPD889 |
Approved |
0.6462 |
Remote Similarity |
NPD895 |
Approved |
0.6462 |
Remote Similarity |
NPD9035 |
Clinical (unspecified phase) |
0.6462 |
Remote Similarity |
NPD891 |
Phase 3 |
0.6462 |
Remote Similarity |
NPD890 |
Clinical (unspecified phase) |
0.6462 |
Remote Similarity |
NPD887 |
Approved |
0.6462 |
Remote Similarity |
NPD892 |
Phase 3 |
0.6462 |
Remote Similarity |
NPD893 |
Approved |
0.6462 |
Remote Similarity |
NPD9036 |
Phase 3 |
0.6462 |
Remote Similarity |
NPD894 |
Approved |
0.6444 |
Remote Similarity |
NPD881 |
Approved |
0.6374 |
Remote Similarity |
NPD2255 |
Approved |
0.6333 |
Remote Similarity |
NPD9006 |
Approved |
0.6308 |
Remote Similarity |
NPD2269 |
Approved |
0.6286 |
Remote Similarity |
NPD9120 |
Clinical (unspecified phase) |
0.6271 |
Remote Similarity |
NPD8605 |
Approved |
0.6271 |
Remote Similarity |
NPD8598 |
Approved |
0.6271 |
Remote Similarity |
NPD8601 |
Approved |
0.6271 |
Remote Similarity |
NPD8599 |
Approved |
0.6271 |
Remote Similarity |
NPD8602 |
Approved |
0.6271 |
Remote Similarity |
NPD8600 |
Approved |
0.6271 |
Remote Similarity |
NPD8603 |
Approved |
0.6271 |
Remote Similarity |
NPD8604 |
Approved |
0.617 |
Remote Similarity |
NPD7139 |
Approved |
0.617 |
Remote Similarity |
NPD7141 |
Clinical (unspecified phase) |
0.617 |
Remote Similarity |
NPD7140 |
Approved |
0.6119 |
Remote Similarity |
NPD3728 |
Approved |
0.6119 |
Remote Similarity |
NPD3730 |
Approved |
0.6094 |
Remote Similarity |
NPD71 |
Approved |
0.6094 |
Remote Similarity |
NPD9126 |
Approved |
0.6094 |
Remote Similarity |
NPD9129 |
Approved |
0.5938 |
Remote Similarity |
NPD9130 |
Phase 3 |
0.5938 |
Remote Similarity |
NPD9125 |
Approved |
0.5938 |
Remote Similarity |
NPD9123 |
Approved |
0.5938 |
Remote Similarity |
NPD9124 |
Approved |
0.5938 |
Remote Similarity |
NPD9128 |
Approved |
0.5938 |
Remote Similarity |
NPD109 |
Approved |
0.5938 |
Remote Similarity |
NPD9121 |
Approved |
0.5938 |
Remote Similarity |
NPD9127 |
Approved |
0.5938 |
Remote Similarity |
NPD9122 |
Approved |
0.5938 |
Remote Similarity |
NPD108 |
Approved |
0.5938 |
Remote Similarity |
NPD70 |
Approved |
0.5909 |
Remote Similarity |
NPD618 |
Clinical (unspecified phase) |
0.5873 |
Remote Similarity |
NPD8994 |
Approved |
0.5833 |
Remote Similarity |
NPD6123 |
Approved |
0.5714 |
Remote Similarity |
NPD4057 |
Clinical (unspecified phase) |
0.5714 |
Remote Similarity |
NPD2267 |
Suspended |
0.5714 |
Remote Similarity |
NPD4056 |
Clinical (unspecified phase) |
0.5676 |
Remote Similarity |
NPD847 |
Phase 1 |
0.567 |
Remote Similarity |
NPD8084 |
Approved |
0.567 |
Remote Similarity |
NPD8138 |
Approved |
0.567 |
Remote Similarity |
NPD8139 |
Approved |
0.567 |
Remote Similarity |
NPD8086 |
Approved |
0.567 |
Remote Similarity |
NPD8082 |
Approved |
0.567 |
Remote Similarity |
NPD8083 |
Approved |
0.567 |
Remote Similarity |
NPD8085 |
Approved |
0.5645 |
Remote Similarity |
NPD8957 |
Approved |
0.5612 |
Remote Similarity |
NPD8276 |
Approved |
0.5612
|
Remote Similarity |
NPD8275 |
Approved |