Natural Product: NPC608157

Natural Product IDNPC608157
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 RVFWPTBBKKTQCR-BFQHTBJVSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL418831
PubChem CID n.a.
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey RVFWPTBBKKTQCR-BFQHTBJVSA-N
Standard InCHI InChI=1S/C35H62O6/c1-3-4-5-6-7-8-9-10-14-17-23-31(37)33-25-26-34(41-33)32(38)24-19-18-22-30(36)21-16-13-11-12-15-20-29-27-28(2)40-35(29)39/h27-28,31-34,37-38H,3-26H2,1-2H3/t28-,31+,32+,33+,34+/m0/s1
SMILES CCCCCCCCCCCC[C@@H](O)[C@H]1CC[C@H]([C@H](O)CCCCC(=O)CCCCCCCC2=C[C@H](C)OC2=O)O1

  Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. stem wood n.a. DOI[10.1021/np100247r]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[10395501]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[10425140]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[11473425]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[11975482]
NPO6333 Annona glabra Species Annonaceae Eukaryota Fruits n.a. n.a. PMID[15568797]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. stem n.a. PMID[17401878]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. leaf n.a. PMID[17401878]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. root n.a. PMID[17401878]
NPO6333 Annona glabra Species Annonaceae Eukaryota stem Taipei Botanical Garden, Taipei, Taiwan, China 2006-MAR PMID[20828184]
NPO6333 Annona glabra Species Annonaceae Eukaryota fruits n.a. n.a. PMID[25499882]
NPO26234 Annona muricata Species Annonaceae Eukaryota Leaves n.a. n.a. PMID[7494150]
NPO26234 Annona muricata Species Annonaceae Eukaryota Leaves n.a. n.a. PMID[7673926]
NPO26234 Annona muricata Species Annonaceae Eukaryota Leaves n.a. n.a. PMID[7673935]
NPO26234 Annona muricata Species Annonaceae Eukaryota Leaves n.a. n.a. PMID[7673936]
NPO26234 Annona muricata Species Annonaceae Eukaryota leaves n.a. n.a. PMID[8946744]
NPO26234 Annona muricata Species Annonaceae Eukaryota seeds n.a. n.a. PMID[8991944]
NPO26234 Annona muricata Species Annonaceae Eukaryota Leaves n.a. n.a. PMID[9584396]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9584397]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9599260]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26234 Annona muricata Species Annonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26234 Annona muricata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26234 Annona muricata Species Annonaceae 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 Organism Name 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

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT310 Cell line 1A9/ptx-10 Homo sapiens Inhibition = 31.0 % PMID[12852747]
NPT307 Cell line HOS Homo sapiens n.a. n.a. n.a. n.a. PMID[12852747]
NPT81 Cell line A549 Homo sapiens ED50 > 20.0 ug ml-1 PMID[12852747]
NPT308 Cell line CAKI-1 Homo sapiens n.a. n.a. n.a. n.a. PMID[12852747]
NPT83 Cell line MCF7 Homo sapiens ED50 = 9.5 ug ml-1 PMID[12852747]
NPT306 Cell line PC-3 Homo sapiens ED50 > 20.0 ug ml-1 PMID[12852747]
NPT309 Cell line 1A9 Homo sapiens ED50 = 0.76 ug ml-1 PMID[12852747]
NPT91 Cell line KB Homo sapiens ED50 > 20.0 ug ml-1 PMID[12852747]
NPT147 Cell line SK-MEL-2 Homo sapiens ED50 > 20.0 ug ml-1 PMID[12852747]
NPT180 Cell line HCT-8 Homo sapiens ED50 > 20.0 ug ml-1 PMID[12852747]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC608157 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC144415
0.8936 High Similarity NPC605396
0.8605 High Similarity NPC73310
0.8605 High Similarity NPC473529
0.8605 High Similarity NPC180363
0.8605 High Similarity NPC94875
0.8605 High Similarity NPC11332
0.8605 High Similarity NPC145914
0.8605 High Similarity NPC601174
0.8605 High Similarity NPC601403
0.8605 High Similarity NPC603568
0.8605 High Similarity NPC604330
0.8605 High Similarity NPC608300
0.8605 High Similarity NPC611200
0.8605 High Similarity NPC611571
0.8542 High Similarity NPC477010
0.8367 Intermediate Similarity NPC477012
0.8269 Intermediate Similarity NPC477015
0.8043 Intermediate Similarity NPC329829
0.8043 Intermediate Similarity NPC475159
0.8043 Intermediate Similarity NPC131002
0.8043 Intermediate Similarity NPC473780
0.8043 Intermediate Similarity NPC604521
0.7959 Intermediate Similarity NPC473687
0.7959 Intermediate Similarity NPC204686
0.7959 Intermediate Similarity NPC219498
0.7959 Intermediate Similarity NPC308412
0.7959 Intermediate Similarity NPC134885
0.7959 Intermediate Similarity NPC488247
0.7959 Intermediate Similarity NPC210218
0.7959 Intermediate Similarity NPC488248
0.78 Intermediate Similarity NPC134807
0.7736 Intermediate Similarity NPC280612
0.7708 Intermediate Similarity NPC156804
0.766 Intermediate Similarity NPC25764
0.766 Intermediate Similarity NPC235809
0.766 Intermediate Similarity NPC39279
0.766 Intermediate Similarity NPC39167
0.766 Intermediate Similarity NPC292809
0.766 Intermediate Similarity NPC202055
0.766 Intermediate Similarity NPC606804
0.766 Intermediate Similarity NPC607425
0.766 Intermediate Similarity NPC608574
0.7551 Intermediate Similarity NPC163093
0.7551 Intermediate Similarity NPC607439
0.74 Intermediate Similarity NPC241360
0.74 Intermediate Similarity NPC293136
0.7292 Intermediate Similarity NPC100921
0.7292 Intermediate Similarity NPC477018
0.7255 Intermediate Similarity NPC478998
0.72 Intermediate Similarity NPC473156
0.72 Intermediate Similarity NPC282815
0.72 Intermediate Similarity NPC600956
0.7193 Intermediate Similarity NPC477017
0.7193 Intermediate Similarity NPC477016
0.7115 Intermediate Similarity NPC329838
0.7059 Intermediate Similarity NPC473671
0.7059 Intermediate Similarity NPC219652
0.7059 Intermediate Similarity NPC475268
0.7059 Intermediate Similarity NPC473840
0.7059 Intermediate Similarity NPC470400
0.7059 Intermediate Similarity NPC77871
0.7059 Intermediate Similarity NPC9678
0.7059 Intermediate Similarity NPC319036
0.7059 Intermediate Similarity NPC605867
0.6923 Remote Similarity NPC65930
0.6923 Remote Similarity NPC132940
0.6863 Remote Similarity NPC610454
0.6852 Remote Similarity NPC258068
0.6852 Remote Similarity NPC476583
0.6792 Remote Similarity NPC20533
0.6792 Remote Similarity NPC485250
0.6792 Remote Similarity NPC600188
0.6735 Remote Similarity NPC606043
0.6731 Remote Similarity NPC25703
0.6727 Remote Similarity NPC477014
0.6727 Remote Similarity NPC477013
0.66 Remote Similarity NPC107986
0.66 Remote Similarity NPC223871
0.66 Remote Similarity NPC231009
0.66 Remote Similarity NPC103284
0.66 Remote Similarity NPC110710
0.66 Remote Similarity NPC1083
0.66 Remote Similarity NPC82795
0.66 Remote Similarity NPC286338
0.66 Remote Similarity NPC603931
0.66 Remote Similarity NPC604237
0.6545 Remote Similarity NPC120398
0.6545 Remote Similarity NPC130359
0.6545 Remote Similarity NPC473995
0.6545 Remote Similarity NPC14901
0.6545 Remote Similarity NPC471567
0.6538 Remote Similarity NPC473649
0.6538 Remote Similarity NPC154097
0.6538 Remote Similarity NPC159750
0.6538 Remote Similarity NPC73248
0.6538 Remote Similarity NPC470401
0.6538 Remote Similarity NPC600524
0.6538 Remote Similarity NPC608355
0.6522 Remote Similarity NPC609415
0.6481 Remote Similarity NPC309211
0.6481 Remote Similarity NPC329615
0.6471 Remote Similarity NPC488253
0.6471 Remote Similarity NPC473669
0.6471 Remote Similarity NPC488251
0.6415 Remote Similarity NPC604764
0.6346 Remote Similarity NPC232555
0.6346 Remote Similarity NPC171174
0.6346 Remote Similarity NPC114694
0.6346 Remote Similarity NPC485248
0.6346 Remote Similarity NPC142117
0.6346 Remote Similarity NPC480249
0.6346 Remote Similarity NPC485249
0.6346 Remote Similarity NPC240695
0.6226 Remote Similarity NPC488632
0.6226 Remote Similarity NPC134865
0.6226 Remote Similarity NPC103523
0.6226 Remote Similarity NPC488627
0.6226 Remote Similarity NPC488631
0.6226 Remote Similarity NPC477011
0.6207 Remote Similarity NPC473520
0.614 Remote Similarity NPC320458
0.614 Remote Similarity NPC480082
0.6111 Remote Similarity NPC280621
0.6111 Remote Similarity NPC48338
0.6111 Remote Similarity NPC488628
0.6102 Remote Similarity NPC473905
0.6102 Remote Similarity NPC253801
0.6071 Remote Similarity NPC11456
0.6038 Remote Similarity NPC81045
0.6038 Remote Similarity NPC39754
0.6038 Remote Similarity NPC171135
0.6038 Remote Similarity NPC182383
0.6038 Remote Similarity NPC61257
0.6038 Remote Similarity NPC320569
0.6038 Remote Similarity NPC133730
0.6038 Remote Similarity NPC191929
0.6038 Remote Similarity NPC100454
0.6038 Remote Similarity NPC242364
0.6038 Remote Similarity NPC172821
0.6038 Remote Similarity NPC274446
0.6038 Remote Similarity NPC485251
0.6038 Remote Similarity NPC151403
0.6038 Remote Similarity NPC261952
0.6038 Remote Similarity NPC605171
0.6 Remote Similarity NPC178215
0.5926 Remote Similarity NPC93794
0.5926 Remote Similarity NPC473504
0.5926 Remote Similarity NPC81778
0.5926 Remote Similarity NPC40066
0.5893 Remote Similarity NPC20621
0.5893 Remote Similarity NPC318963
0.5893 Remote Similarity NPC488250
0.5893 Remote Similarity NPC605101
0.5862 Remote Similarity NPC89001
0.5806 Remote Similarity NPC482766
0.5789 Remote Similarity NPC69082
0.5789 Remote Similarity NPC488249
0.5714 Remote Similarity NPC473699
0.5714 Remote Similarity NPC51249
0.5714 Remote Similarity NPC42598
0.5667 Remote Similarity NPC322529
0.5636 Remote Similarity NPC47937
0.5614 Remote Similarity NPC602738
0.5593 Remote Similarity NPC488623
0.5593 Remote Similarity NPC488624
0.5593 Remote Similarity NPC488629
0.5517 Remote Similarity NPC473478
0.5517 Remote Similarity NPC473651
0.5517 Remote Similarity NPC66346
0.5424 Remote Similarity NPC283085
0.5424 Remote Similarity NPC169511
0.5424 Remote Similarity NPC287164
0.5424 Remote Similarity NPC234077
0.5424 Remote Similarity NPC132496
0.5424 Remote Similarity NPC488244
0.541 Remote Similarity NPC488630
0.541 Remote Similarity NPC488625
0.541 Remote Similarity NPC488626
0.5349 Remote Similarity NPC84038
0.5323 Remote Similarity NPC475206
0.5283 Remote Similarity NPC112685
0.5246 Remote Similarity NPC239517
0.52 Remote Similarity NPC608138
0.5167 Remote Similarity NPC231096
0.5167 Remote Similarity NPC475581
0.5167 Remote Similarity NPC62118
0.5167 Remote Similarity NPC107717
0.5167 Remote Similarity NPC488252
0.5167 Remote Similarity NPC606740
0.5167 Remote Similarity NPC608614
0.5161 Remote Similarity NPC91067
0.5082 Remote Similarity NPC233551
0.5082 Remote Similarity NPC40376
0.5082 Remote Similarity NPC21208

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC608157 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
NPD

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data