Natural Product: NPC185467
Natural Product ID:   | NPC185467 |
Common Name*:   | SMMBTQGVTOTRAA-GJZGRUSLSA-N |
IUPAC Name:   | n.a. |
Synonyms:   | |
Standard InCHIKey:   | SMMBTQGVTOTRAA-GJZGRUSLSA-N |
Standard InCHI:   | InChI=1S/C19H19NO4/c1-20-14-3-10-5-16(21)17(22-2)7-12(10)15(20)4-11-6-18-19(8-13(11)14)24-9-23-18/h5-8,14-15,21H,3-4,9H2,1-2H3/t14-,15-/m0/s1 |
SMILES:   | CN1[C@H]2Cc3cc(c(cc3[C@@H]1Cc1cc3c(cc21)OCO3)OC)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
n.a. |
PubChem CID:   |
11823545 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000279] Alkaloids and derivatives
-
[CHEMONTID:0002793] Pavine alkaloids
|
*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 |
NPO11277 |
Baeckea frutescens |
Species |
Myrtaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
DOI[10.1016/S0031-9422(98)00534-2] |
NPO11277 |
Baeckea frutescens |
Species |
Myrtaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12932146] |
NPO6257 |
Ficus septica |
Species |
Moraceae |
Eukaryota |
Stems |
Tainan Hsien, Taiwan, Republic of China |
2000-JAN |
PMID[16038551] |
NPO16174 |
Scleropyrum wallichianum |
Species |
Cervantesiaceae |
Eukaryota |
n.a. |
twig |
n.a. |
PMID[16204994] |
NPO1927 |
Isodon eriocalyx |
Species |
Lamiaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[17020288] |
NPO6257 |
Ficus septica |
Species |
Moraceae |
Eukaryota |
leaves |
n.a. |
n.a. |
PMID[19938815] |
NPO15311 |
Cryptocarya chinensis |
Species |
Lauraceae |
Eukaryota |
leaves |
Lai-I, Pingtung County, Taiwan |
2005-May |
PMID[20704331] |
NPO1927 |
Isodon eriocalyx |
Species |
Lamiaceae |
Eukaryota |
n.a. |
aerial part |
n.a. |
PMID[20949916] |
NPO1927 |
Isodon eriocalyx |
Species |
Lamiaceae |
Eukaryota |
aerial parts |
n.a. |
n.a. |
PMID[20949916] |
NPO1927 |
Isodon eriocalyx |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[22624550] |
NPO2618 |
Curcuma wenyujin |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
rhizome |
n.a. |
PMID[23738470] |
NPO2618 |
Curcuma wenyujin |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[23738470] |
NPO2618 |
Curcuma wenyujin |
Species |
Zingiberaceae |
Eukaryota |
Rhizomes |
n.a. |
n.a. |
PMID[25275213] |
NPO23033 |
Cryptocarya laevigata |
Species |
Lauraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[28099003] |
NPO11277 |
Baeckea frutescens |
Species |
Myrtaceae |
Eukaryota |
aerial parts |
Nanning, Guangxi Province, China |
2014-OCT |
PMID[28753309] |
NPO12301 |
Chenopodium quinoa |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
|
PMID[31861466] |
NPO794 |
Lippia graveolens |
Species |
Verbenaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO12301 |
Chenopodium quinoa |
Species |
Chenopodiaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO794 |
Lippia graveolens |
Species |
Verbenaceae |
Eukaryota |
Root |
n.a. |
n.a. |
Database[FooDB] |
NPO794 |
Lippia graveolens |
Species |
Verbenaceae |
Eukaryota |
Shoot |
n.a. |
n.a. |
Database[FooDB] |
NPO6257 |
Ficus septica |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO13118 |
Paeonia officinalis |
Species |
Paeoniaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO15311 |
Cryptocarya chinensis |
Species |
Lauraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO15730 |
Citrus medica |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO16174 |
Scleropyrum wallichianum |
Species |
Cervantesiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO16174 |
Scleropyrum wallichianum |
Species |
Cervantesiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO15311 |
Cryptocarya chinensis |
Species |
Lauraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO6257 |
Ficus septica |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO15730 |
Citrus medica |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO13118 |
Paeonia officinalis |
Species |
Paeoniaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO13929 |
Hypocrella bambusae |
Species |
Clavicipitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO2618 |
Curcuma wenyujin |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO11277 |
Baeckea frutescens |
Species |
Myrtaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO15730 |
Citrus medica |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO15730 |
Citrus medica |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO2618 |
Curcuma wenyujin |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO7346 |
Ligularia odontomanes |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO474 |
Beilschmiedia kunstleri |
Species |
Lauraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13631 |
Microglossa pyrifolia |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11948 |
Ferulago sylvatica |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11607 |
Marrubium parviflorum |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14344 |
Trifolium diffusum |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20070.1 |
Crinum stuhlmannii subsp. delagoense |
Subspecies |
Amaryllidaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15098 |
Cyttaria johowii |
Species |
Cyttariaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12080 |
Metrodorea flavida |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15311 |
Cryptocarya chinensis |
Species |
Lauraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6241 |
Girgensohnia oppositiflora |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8078 |
Palaquium leiocarpum |
Species |
Sapotaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1927 |
Isodon eriocalyx |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO7878 |
Lysastrosoma anthosticta |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12301 |
Chenopodium quinoa |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1202 |
Psathyrotes ramosissima |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16090 |
Panicum crus-galli |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14996 |
Lobelia syphilitica |
Species |
Campanulaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15978 |
Nalanthamala diospyri |
Species |
Nectriaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14086 |
Parthenium confertum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14485 |
Eriocephalus kingesii |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8632 |
Aralia hispida |
Species |
Araliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO10936 |
Andira retusa |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12316 |
Pterospermum lanceolatum |
Species |
Malvaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14885 |
Lilium rubrum |
Species |
Liliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO10161 |
Macaranga pleiostemona |
Species |
Euphorbiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11277 |
Baeckea frutescens |
Species |
Myrtaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO26228 |
Phymatopteris hastata |
Species |
Polypodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO3521 |
Geranium collinum |
Species |
Geraniaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO7036 |
Davidsonia pruriens |
Species |
Cunoniaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13118 |
Paeonia officinalis |
Species |
Paeoniaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6229 |
Chenopodiastrum murale |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13040 |
Veretillum cynomorium |
Species |
Veretillidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12818 |
Lespedeza maximowiczi |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO23033 |
Cryptocarya laevigata |
Species |
Lauraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11833 |
Dyssodia anthemidifolia |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14223 |
Harpullia cupanioides |
Species |
Sapindaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO5040 |
Polygonatum polyanthemum |
Species |
Asparagaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11817 |
Seiridium cardinale |
Species |
Sporocadaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13929 |
Hypocrella bambusae |
Species |
Clavicipitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11706 |
Gordonia terrae |
Species |
Gordoniaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12064 |
Lychnophora pinaster |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15730 |
Citrus medica |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1187 |
Baccharis scandens |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14366 |
Youngia japonica |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12193 |
Metadina trichotoma |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13241 |
Coprosma foetidissima |
Species |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2770 |
Pyropolyporus fomentarius |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO794 |
Lippia graveolens |
Species |
Verbenaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14639 |
Balanophora polyandra |
Species |
Balanophoraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20068 |
Fusarium striatum |
Species |
Nectriaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2075 |
Zanthoxylum ocumarense |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1863 |
Alpinia pricei |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15911 |
Streptomyces graminofaciens |
Species |
Streptomycetaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2618 |
Curcuma wenyujin |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6257 |
Ficus septica |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12296 |
Sphaerechinus granularis |
Species |
Toxopneustidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13755 |
Gonotheca helianthoides |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO3390 |
Radermachia sinica |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16174 |
Scleropyrum wallichianum |
Species |
Cervantesiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6615 |
Aplidium solidum |
Species |
Polyclinidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1946 |
Veronica stricta |
Species |
Plantaginaceae |
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 |
IC50 |
5 |
Activity Type |
# Activity |
Cell Line |
4 |
Others |
1 |
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
NPT81 |
Cell Line |
A549 |
Homo sapiens |
IC50 |
= |
3981.0 |
nM |
PMID[28099003] |
NPT82 |
Cell Line |
MDA-MB-231 |
Homo sapiens |
IC50 |
= |
5707.0 |
nM |
PMID[28099003] |
NPT83 |
Cell Line |
MCF7 |
Homo sapiens |
IC50 |
= |
7421.0 |
nM |
PMID[28099003] |
NPT91 |
Cell Line |
KB |
Homo sapiens |
IC50 |
= |
5488.0 |
nM |
PMID[28099003] |
NPT2 |
Others |
Unspecified |
|
IC50 |
= |
5907.0 |
nM |
PMID[28099003] |
☑ 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 NPC185467 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 | 262 |
0.1-0.2 | 1466 |
0.2-0.3 | 7336 |
0.3-0.4 | 10851 |
0.4-0.5 | 6338 |
0.5-0.6 | 11230 |
0.6-0.7 | 4033 |
0.7-0.8 | 768 |
0.8-0.85 | 225 |
0.85-0.9 | 129 |
0.9-0.95 | 53 |
0.95-1 | 6 |
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 NPC185467 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 173 |
0.1-0.2 | 709 |
0.2-0.3 | 1091 |
0.3-0.4 | 1925 |
0.4-0.5 | 2667 |
0.5-0.6 | 1783 |
0.6-0.7 | 637 |
0.7-0.8 | 142 |
0.8-0.85 | 20 |
0.85-0.9 | 3 |
0.9-0.95 | 0 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |