NPASS Compound

Natural Product: NPC322410

Natural Product ID	NPC322410
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	IVILUDSFUSZAPC-HWZJXXSZSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	70697882
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003531] Flavonoid-3-O-glycosides

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

Chemical Representations

RDKit 3D 64 68 0 0 0 0 0 0 0 0999 V2000 6.1664 -3.2463 1.0377 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8734 -2.0608 0.1275 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3423 -0.9710 0.9663 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1425 -0.4259 0.7485 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2971 -0.8911 -0.3410 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7480 -1.8966 -1.1423 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9906 -2.4418 -0.8964 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9378 -2.3422 -2.1855 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6947 -1.8007 -2.4354 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2476 -0.7732 -1.6071 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0485 -0.3310 -0.5741 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5853 0.6316 0.1707 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3881 1.1936 -0.0248 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4325 0.7801 -1.0333 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0093 -0.2433 -1.8628 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7217 -0.6571 -2.8157 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6971 1.2735 -1.3268 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8585 0.6272 -0.7650 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9270 1.5445 -0.3197 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2683 0.9203 -0.7285 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1742 -0.5507 -0.3503 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1930 -1.1591 -1.3475 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3140 -0.1904 -1.8297 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5094 -2.3622 -0.7854 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4999 -3.2440 -0.3445 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6803 -0.7003 0.9360 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2896 1.5681 -0.0422 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9990 1.6767 1.0781 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0200 2.2596 0.8941 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0141 3.1399 0.7527 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3453 4.1042 1.6879 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6067 4.2094 2.8403 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4487 3.3423 3.0261 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7547 2.3915 2.0776 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8901 5.1614 3.8223 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4087 4.9761 1.4979 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8872 -2.2458 -3.4763 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1887 -1.6856 -0.5262 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5587 -3.2239 1.9491 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9429 -4.2110 0.5245 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2229 -3.2351 1.3322 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9683 -0.6221 1.7773 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7541 0.3726 1.3638 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3183 -3.1465 -2.8133 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5799 -0.0988 0.0243 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8136 2.5472 -0.7796 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3967 0.9558 -1.8243 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1672 -1.0486 -0.4062 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8028 -1.4941 -2.2070 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9555 -2.8699 -1.5945 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9071 -2.1033 0.0842 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6820 -3.9646 -0.9916 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2348 -1.3134 1.4537 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2815 1.2606 0.8980 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1623 1.3120 1.4365 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6081 3.1329 -0.1390 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0174 3.4463 3.9461 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5915 1.7486 2.2882 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7805 6.1557 3.6590 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9614 4.9301 0.6510 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5996 -3.2245 -3.4283 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7448 -1.0077 0.1342 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9489 -1.2341 -1.5125 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7249 -2.6456 -0.7291 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 6 8 1 0 8 9 2 0 9 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 14 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 22 24 1 0 24 25 1 0 21 26 1 0 20 27 1 0 19 28 1 0 13 29 1 0 29 30 2 0 30 31 1 0 31 32 2 0 32 33 1 0 33 34 2 0 32 35 1 0 31 36 1 0 9 37 1 0 2 38 1 0 7 2 1 0 11 5 1 0 15 10 1 0 23 18 1 0 34 29 1 0 1 39 1 0 1 40 1 0 1 41 1 0 3 42 1 0 4 43 1 0 8 44 1 0 18 45 1 0 19 46 1 0 20 47 1 0 21 48 1 0 22 49 1 0 24 50 1 0 24 51 1 0 25 52 1 0 26 53 1 0 27 54 1 0 28 55 1 0 30 56 1 0 33 57 1 0 34 58 1 0 35 59 1 0 36 60 1 0 37 61 1 0 38 62 1 0 38 63 1 0 38 64 1 0 M END

Standard InCHIKey	IVILUDSFUSZAPC-HWZJXXSZSA-N
Standard InCHI	InChI=1S/C26H26O12/c1-26(2)6-5-11-15(38-26)8-14(30)17-19(32)24(37-25-21(34)20(33)18(31)16(9-27)35-25)22(36-23(11)17)10-3-4-12(28)13(29)7-10/h3-8,16,18,20-21,25,27-31,33-34H,9H2,1-2H3/t16-,18-,20+,21-,25+/m1/s1
SMILES	CC1(C=CC2=C(O1)C=C(C3=C2OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)C

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
NPO22503	Salix matsudana	Species	Salicaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18794770]
NPO22503	Salix matsudana	Species	Salicaceae	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

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 NPC322410 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	17314
0.1-0.2	28309
0.2-0.3	3089
0.3-0.4	771
0.4-0.5	282
0.5-0.6	69
0.6-0.7	15
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.6706	Remote Similarity	NPC136042
0.6517	Remote Similarity	NPC605784
0.6322	Remote Similarity	NPC145038
0.6322	Remote Similarity	NPC56077
0.6322	Remote Similarity	NPC281131
0.6322	Remote Similarity	NPC253662
0.6322	Remote Similarity	NPC179950
0.6322	Remote Similarity	NPC88789
0.6322	Remote Similarity	NPC491374
0.625	Remote Similarity	NPC84362
0.6237	Remote Similarity	NPC480466
0.6111	Remote Similarity	NPC488071
0.6	Remote Similarity	NPC42773
0.6	Remote Similarity	NPC45522
0.6	Remote Similarity	NPC599850
0.596	Remote Similarity	NPC5319
0.5955	Remote Similarity	NPC297987
0.5824	Remote Similarity	NPC59534
0.5806	Remote Similarity	NPC116458
0.5806	Remote Similarity	NPC246943
0.5765	Remote Similarity	NPC170492
0.5714	Remote Similarity	NPC271692
0.5667	Remote Similarity	NPC289667
0.5667	Remote Similarity	NPC77672
0.5667	Remote Similarity	NPC133671
0.5667	Remote Similarity	NPC135391
0.5667	Remote Similarity	NPC78263
0.5667	Remote Similarity	NPC250069
0.5618	Remote Similarity	NPC67037
0.5618	Remote Similarity	NPC255615
0.551	Remote Similarity	NPC471748
0.5495	Remote Similarity	NPC127546
0.5495	Remote Similarity	NPC19388
0.5495	Remote Similarity	NPC240431
0.5495	Remote Similarity	NPC57625
0.5495	Remote Similarity	NPC55786
0.5495	Remote Similarity	NPC173637
0.5495	Remote Similarity	NPC317489
0.5495	Remote Similarity	NPC223424
0.5495	Remote Similarity	NPC600591
0.5464	Remote Similarity	NPC480463
0.5464	Remote Similarity	NPC251417
0.5455	Remote Similarity	NPC156869
0.5435	Remote Similarity	NPC8573
0.5435	Remote Similarity	NPC277205
0.5435	Remote Similarity	NPC37919
0.5435	Remote Similarity	NPC189142
0.5435	Remote Similarity	NPC77660
0.5429	Remote Similarity	NPC14187
0.5408	Remote Similarity	NPC29958
0.5361	Remote Similarity	NPC265115
0.5269	Remote Similarity	NPC64305
0.5263	Remote Similarity	NPC60735
0.5263	Remote Similarity	NPC26230
0.5258	Remote Similarity	NPC203050
0.5258	Remote Similarity	NPC225434
0.5229	Remote Similarity	NPC480441
0.5213	Remote Similarity	NPC305811
0.5213	Remote Similarity	NPC24043
0.5213	Remote Similarity	NPC27640
0.5213	Remote Similarity	NPC488080
0.5213	Remote Similarity	NPC169977
0.5208	Remote Similarity	NPC120099
0.5204	Remote Similarity	NPC116864
0.5204	Remote Similarity	NPC244776
0.5196	Remote Similarity	NPC488073
0.5196	Remote Similarity	NPC64425
0.5192	Remote Similarity	NPC64755
0.5175	Remote Similarity	NPC488078
0.5161	Remote Similarity	NPC249281
0.5158	Remote Similarity	NPC472459
0.5114	Remote Similarity	NPC293852
0.5106	Remote Similarity	NPC282987
0.5106	Remote Similarity	NPC609879
0.5104	Remote Similarity	NPC168584
0.5104	Remote Similarity	NPC175107
0.5102	Remote Similarity	NPC488072
0.5056	Remote Similarity	NPC166757
0.5053	Remote Similarity	NPC46420
0.5053	Remote Similarity	NPC349108
0.5052	Remote Similarity	NPC101026
0.5052	Remote Similarity	NPC488077
0.5051	Remote Similarity	NPC254855
0.5051	Remote Similarity	NPC94610

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC322410 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4752
0.1-0.2	4335
0.2-0.3	54
0.3-0.4	4
0.4-0.5	3
0.5-0.6	1
0.6-0.7	0
0.7-0.8	0
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
0.596	Remote Similarity	NPD7804	Clinical (unspecified phase)

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