Natural Product: NPC255463

Natural Product IDNPC255463
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 HFGSQOYIOKBQOW-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 15917996
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

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 HFGSQOYIOKBQOW-UHFFFAOYSA-N
Standard InCHI InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)
SMILES CC1CCC2(CCC3(C)C(=CCC4C5(C)CC(C(C(C)(C)C5CCC34C)O)O)C2C1C)C(=O)O

  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
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[ 17014425]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1002/bab.1236]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. stem n.a. DOI[10.1016/0031-9422(86)88033-5]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/0031-9422(86)88033-5]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.indcrop.2010.09.006]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota whole plant n.a. n.a. DOI[10.1016/j.tetlet.2016.12.029]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. leaf n.a. DOI[10.1021/np50070a005]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. root n.a. PMID[11374966]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[16038550]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17583950]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18855446]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota leaves Botanical Garden of Innsbruck, Austria n.a. PMID[20100662]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota feces n.a. n.a. PMID[20402524]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[20455578]
NPO5032 Lagerstroemia speciosa Species Lythraceae Eukaryota n.a. leaf n.a. PMID[21443171]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. leaf n.a. PMID[21443171]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21775156]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. leaf n.a. PMID[21923134]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23286284]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[24108414]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[27569393]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29185738]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30351923]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. root n.a. PMID[3655791]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38732062]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota roots n.a. n.a. PMID[9834151]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26422 Rubus chingii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11222 Rubus alceifolius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3663 Potentilla chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12932 Hymenoclea salsola n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12932 Hymenoclea salsola n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3663 Potentilla chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5032 Lagerstroemia speciosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3663 Potentilla chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12932 Hymenoclea salsola n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11222 Rubus alceifolius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3663 Potentilla chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29449 Boehmeria nivea Species Urticaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12932 Hymenoclea salsola n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26422 Rubus chingii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26422 Rubus chingii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3663 Potentilla chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29449 Boehmeria nivea Species Urticaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25618 Eriobotrya japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5032 Lagerstroemia speciosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29449 Boehmeria nivea Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11222 Rubus alceifolius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26422 Rubus chingii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12932 Hymenoclea salsola n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO3663 Potentilla chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5743 Salvia miltiorrhiza Species Lamiaceae 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

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 NPC255463 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 NPC71074
1.0 High Similarity NPC605937
0.8548 High Similarity NPC32407
0.8548 High Similarity NPC263548
0.8548 High Similarity NPC606320
0.8387 Intermediate Similarity NPC37221
0.7727 Intermediate Similarity NPC25299
0.7727 Intermediate Similarity NPC481322
0.7656 Intermediate Similarity NPC51700
0.7656 Intermediate Similarity NPC88716
0.7656 Intermediate Similarity NPC68160
0.7538 Intermediate Similarity NPC300351
0.7424 Intermediate Similarity NPC259733
0.7424 Intermediate Similarity NPC158371
0.7424 Intermediate Similarity NPC207922
0.7424 Intermediate Similarity NPC305464
0.7424 Intermediate Similarity NPC87095
0.7424 Intermediate Similarity NPC19376
0.7424 Intermediate Similarity NPC25848
0.7385 Intermediate Similarity NPC84319
0.7385 Intermediate Similarity NPC52021
0.7385 Intermediate Similarity NPC599947
0.7273 Intermediate Similarity NPC472149
0.7015 Intermediate Similarity NPC61543
0.7015 Intermediate Similarity NPC293048
0.7015 Intermediate Similarity NPC225585
0.6806 Remote Similarity NPC230151
0.6667 Remote Similarity NPC173089
0.6667 Remote Similarity NPC477288
0.662 Remote Similarity NPC20235
0.662 Remote Similarity NPC299996
0.6567 Remote Similarity NPC274050
0.6567 Remote Similarity NPC162632
0.6522 Remote Similarity NPC88116
0.6471 Remote Similarity NPC274330
0.6471 Remote Similarity NPC477289
0.6429 Remote Similarity NPC40092
0.6338 Remote Similarity NPC247139
0.6286 Remote Similarity NPC231063
0.6286 Remote Similarity NPC282395
0.6286 Remote Similarity NPC173744
0.6286 Remote Similarity NPC204961
0.6286 Remote Similarity NPC73004
0.6286 Remote Similarity NPC110308
0.6286 Remote Similarity NPC609452
0.6164 Remote Similarity NPC117663
0.6143 Remote Similarity NPC306541
0.6111 Remote Similarity NPC485589
0.6092 Remote Similarity NPC479747
0.6092 Remote Similarity NPC479746
0.6081 Remote Similarity NPC479743
0.6 Remote Similarity NPC96916
0.5857 Remote Similarity NPC43686
0.5844 Remote Similarity NPC96693
0.5811 Remote Similarity NPC477290
0.5802 Remote Similarity NPC57362
0.5789 Remote Similarity NPC485586
0.5789 Remote Similarity NPC485588
0.5753 Remote Similarity NPC202728
0.5753 Remote Similarity NPC158059
0.5753 Remote Similarity NPC293564
0.5732 Remote Similarity NPC177246
0.5694 Remote Similarity NPC195019
0.5676 Remote Similarity NPC610635
0.5641 Remote Similarity NPC188833
0.5634 Remote Similarity NPC609710
0.5556 Remote Similarity NPC480946
0.5556 Remote Similarity NPC187722
0.5556 Remote Similarity NPC130577
0.5556 Remote Similarity NPC142415
0.5556 Remote Similarity NPC102683
0.5541 Remote Similarity NPC256247
0.5541 Remote Similarity NPC188102
0.5526 Remote Similarity NPC157113
0.5479 Remote Similarity NPC182797
0.5479 Remote Similarity NPC307335
0.5479 Remote Similarity NPC74855
0.5479 Remote Similarity NPC52169
0.5479 Remote Similarity NPC479079
0.5479 Remote Similarity NPC488562
0.5467 Remote Similarity NPC35239
0.5467 Remote Similarity NPC201657
0.5444 Remote Similarity NPC304110
0.5444 Remote Similarity NPC27518
0.5444 Remote Similarity NPC611516
0.5432 Remote Similarity NPC485585
0.5405 Remote Similarity NPC106112
0.5405 Remote Similarity NPC261935
0.5405 Remote Similarity NPC111214
0.5405 Remote Similarity NPC481360
0.5395 Remote Similarity NPC127689
0.5395 Remote Similarity NPC62516
0.5385 Remote Similarity NPC178093
0.5333 Remote Similarity NPC488214
0.5333 Remote Similarity NPC145667
0.5333 Remote Similarity NPC136697
0.5333 Remote Similarity NPC479077
0.5278 Remote Similarity NPC488506
0.5278 Remote Similarity NPC220498
0.527 Remote Similarity NPC307282
0.527 Remote Similarity NPC606443
0.5269 Remote Similarity NPC479745
0.5263 Remote Similarity NPC88847
0.5263 Remote Similarity NPC191412
0.5263 Remote Similarity NPC114159
0.5263 Remote Similarity NPC132824
0.5263 Remote Similarity NPC6818
0.525 Remote Similarity NPC54909
0.5238 Remote Similarity NPC485882
0.52 Remote Similarity NPC38754
0.5165 Remote Similarity NPC479744
0.5135 Remote Similarity NPC86372
0.5135 Remote Similarity NPC136313
0.5128 Remote Similarity NPC187933
0.5128 Remote Similarity NPC116457
0.5128 Remote Similarity NPC174663
0.5128 Remote Similarity NPC284865
0.5068 Remote Similarity NPC49320
0.5067 Remote Similarity NPC270768
0.5067 Remote Similarity NPC59263
0.5067 Remote Similarity NPC210106
0.5067 Remote Similarity NPC282616
0.5067 Remote Similarity NPC229281
0.5067 Remote Similarity NPC121798
0.5067 Remote Similarity NPC234346
0.5067 Remote Similarity NPC488213
0.5065 Remote Similarity NPC9613
0.5062 Remote Similarity NPC233012
0.5057 Remote Similarity NPC485587
0.5052 Remote Similarity NPC118033

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC255463 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