Natural Product: NPC2665
Natural Product ID:   | NPC2665 |
Common Name*:   | AMBQHHVBBHTQBF-SQSCWSLKSA-N |
IUPAC Name:   | n.a. |
Synonyms:   | |
Standard InCHIKey:   | AMBQHHVBBHTQBF-SQSCWSLKSA-N |
Standard InCHI:   | InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17?/m0/s1 |
SMILES:   | C[C@H]1[C@H](C[C@@H]2C(=CO[C@H]([C@H]12)OC1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)C(=O)OC)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
n.a. |
PubChem CID:   |
16212335 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000012] Lipids and lipid-like molecules
-
[CHEMONTID:0000259] Prenol lipids
[CHEMONTID:0002049] Terpene glycosides[CHEMONTID:0004081] Iridoid O-glycosides
|
*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 |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
Flowers |
n.a. |
n.a. |
DOI[10.1002/elan.200403102] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
Flowers |
n.a. |
n.a. |
DOI[10.1016/j.foodchem.2012.02.124] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[10.1016/j.tet.2012.03.006] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
DOI[10.1016/j.tet.2012.03.006] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
Flowers |
n.a. |
n.a. |
PMID[11077184] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12628396] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[16317898] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
Flowers |
n.a. |
n.a. |
PMID[17328234] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
rhizome |
n.a. |
PMID[17404979] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[17449162] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
Flower buds |
n.a. |
n.a. |
PMID[18321056] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[19235686] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
Hairy roots |
n.a. |
n.a. |
PMID[19271765] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[19666019] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
flower |
n.a. |
PMID[21804227] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
flower buds |
Henan province, China |
2005-MAY |
PMID[21942812] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
flower bud |
n.a. |
PMID[21942812] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[22707864] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[23088673] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[23265495] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[2393954] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
Flower buds |
n.a. |
n.a. |
PMID[24279769] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[25594733] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[26129938] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26285573] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26767291] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
bark |
n.a. |
PMID[26767291] |
NPO9090 |
Patrinia villosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[27019553] |
NPO12588 |
Cornus officinalis |
Species |
Cornaceae |
Eukaryota |
Fruits |
n.a. |
n.a. |
PMID[29140705] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[6619887] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[6631435] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[7264679] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[7264682] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[7320741] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[7912074] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO29049 |
Sinoadina racemosa |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO12588 |
Cornus officinalis |
Species |
Cornaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO6067 |
Strychnos ignatii |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO1034 |
Ophiorrhiza liukiuensis |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO9090 |
Patrinia villosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO16412 |
Menyanthes trifoliata |
Species |
Menyanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO8516 |
Dipsacus asperoides |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO9002 |
Herba patriniae |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO20930 |
Patrinia scabiosifolia |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO22587 |
Herba serissae |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO6067 |
Strychnos ignatii |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO8516 |
Dipsacus asperoides |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO16412 |
Menyanthes trifoliata |
Species |
Menyanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO12588 |
Cornus officinalis |
Species |
Cornaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO9090 |
Patrinia villosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO29049 |
Sinoadina racemosa |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO1034 |
Ophiorrhiza liukiuensis |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO16412 |
Menyanthes trifoliata |
Species |
Menyanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO9090 |
Patrinia villosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO8516 |
Dipsacus asperoides |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO6067 |
Strychnos ignatii |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO12588 |
Cornus officinalis |
Species |
Cornaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO9090 |
Patrinia villosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO12588 |
Cornus officinalis |
Species |
Cornaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO20930 |
Patrinia scabiosifolia |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO8516 |
Dipsacus asperoides |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO6067 |
Strychnos ignatii |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO16850 |
Eucommia ulmoides |
Species |
Eucommiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO9090 |
Patrinia villosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO5881 |
Catharanthus roseus |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO28245 |
Strychnos nux-vomica |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8516 |
Dipsacus asperoides |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16412 |
Menyanthes trifoliata |
Species |
Menyanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1515 |
Lonicera japonica |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO29049 |
Sinoadina racemosa |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12588 |
Cornus officinalis |
Species |
Cornaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6067 |
Strychnos ignatii |
Species |
Loganiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO10429 |
Gentiana scabra |
Species |
Gentianaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1034 |
Ophiorrhiza liukiuensis |
Species |
Rubiaceae |
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
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
☑ 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 NPC2665 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 | 221 |
0.1-0.2 | 1477 |
0.2-0.3 | 5364 |
0.3-0.4 | 10214 |
0.4-0.5 | 11851 |
0.5-0.6 | 7473 |
0.6-0.7 | 5431 |
0.7-0.8 | 597 |
0.8-0.85 | 36 |
0.85-0.9 | 14 |
0.9-0.95 | 7 |
0.95-1 | 12 |
Similarity Score |
Similarity Level |
Natural Product ID |
  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 NPC2665 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 209 |
0.1-0.2 | 2085 |
0.2-0.3 | 3879 |
0.3-0.4 | 1945 |
0.4-0.5 | 598 |
0.5-0.6 | 295 |
0.6-0.7 | 133 |
0.7-0.8 | 6 |
0.8-0.85 | 0 |
0.85-0.9 | 0 |
0.9-0.95 | 0 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |