Natural Product: NPC114822

Natural Product IDNPC114822
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 MQYXUWHLBZFQQO-CDYUOMGPSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 11876093
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 MQYXUWHLBZFQQO-CDYUOMGPSA-N
Standard InCHI InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23-,24-,25+,27+,28-,29+,30+/m0/s1
SMILES C=C(C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@@H]12

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   426.39 Volume:   490.807
?
Van der Waals volume.
Dense:   0.869 LogP:   6.065
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   4.634
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -6.044
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   26.0
TPSA:   20.23
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   1.0 Rings:   5.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.421 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.663 Fsp3:   0.933
MCE-18:   100.793
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.964 Fluc inhibitor:   0.002
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.003
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.0
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.673 Promiscuous compounds:   0.289

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.098 MDCK Permeability:   -4.908
Pgp-inhibitor:   0.244 Pgp-substrate:   0.036
PAMPA:   0.089
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.0
20% Bioavailability (F20%):   0.116 30% Bioavailability (F30%):   0.204
50% Bioavailability (F50%):   0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.821 MRP1:   0.83
Plasma Protein Binding (PPB):   95.832% Volume Distribution (VD):   0.098
Fu: 4.548%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.998
OATP1B3 inhibitor:   0.994 BCRP inhibitor:   0.758
BSEP inhibitor:   0.839

ADMET: Metabolism

CYP1A2-inhibitor:   0.714 CYP1A2-substrate:   0.009
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.172
CYP2C9-inhibitor:   0.116 CYP2C9-substrate:   0.024
CYP2D6-inhibitor:   0.008 CYP2D6-substrate:   0.001
CYP3A4-inhibitor:   0.98 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.07 CYP2C8-inhibitor:   0.617
HLM stability:   0.781
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  12.298 Half-life (T1/2):  0.283

ADMET: Toxicity

hERG Blockers:  0.129 hERG Blockers (10um):  0.42
Human Hepatotoxicity (H-HT):  0.605 Drug-induced Liver Injury (DILI):  0.332
AMES Toxicity:  0.36 Rat Oral Acute Toxicity:  0.379
Maximum Recommended Daily Dose:  0.611 Skin Sensitization:  0.965
Carcinogencity:  0.944 Eye Corrosion:  0.591
Eye Irritation:  0.934 Respiratory Toxicity:  0.927
Drug-induced Neurotoxicity:  0.12 Ototoxicity:  0.4
Hematotoxicity:  0.488 Drug-induced Nephrotoxicity:  0.637
Genotoxicity:  0.219 RPMI-8226 Immunitoxicity:  0.041
A549 Cytotoxicity:  0.522 Hek293 Cytotoxicity:  0.555
BCF:   3.239
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   5.104
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.519
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.942
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO29027 Khaya grandifoliola Species Meliaceae Eukaryota n.a. seed n.a. PMID[10661881]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. PMID[11430011]
NPO12848 Carpinus cordata Species Betulaceae Eukaryota stems n.a. n.a. PMID[12350169]
NPO26040 Dracocephalum komarovi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[12542361]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. n.a. n.a. PMID[15332869]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. Indian Ocean n.a. PMID[15332869]
NPO15915 Edgeworthia gardneri Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[15387673]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. whole plant n.a. PMID[28294414]
NPO16125 Micromonas pusilla Species Mamiellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15349 Acacia sparsiflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14936 Agave shawii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15205 Alaria crispa Species Alariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9479 Ambrosia grayi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13139 Anatheca montagnei Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11808 Ania latifolia Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14807 Arenaria juncea Species Scolopacidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11436 Baeomyces roseus Species Baeomycetaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5866 Bitis arietans Species Viperidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15697 Camellia sasanqua Species Theaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12848 Carpinus cordata Species Betulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26426.1 Cassia javanica subsp. nodosa Subspecies Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14463 Dirca occidentalis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15797 Drypetes littoralis Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15915 Edgeworthia gardneri Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13442 Eucalyptus regnans Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12293 Euphorbia iberica Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24409 Evasterias troschelii Species Asteriidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5047 Evodiopanax innovans n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO820 Grindelia perennis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11002 Hopea jucunda Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29027 Khaya grandifoliola Species Meliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12490 Lecidea speirodes Species Lecideaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2038 Myrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14313 Pachybasium candidum n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO16718 Pinna nobilis Species Pinnidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16475 Plumbago pulchella Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2827 Plumeria alba Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16557 Polygala ruwenzoriensis Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8804 Raputia simulans n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO20219 Rhizobium etli Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO27733 Rosa hybrid cultivar Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16796 Rumex conglomeratus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4589 Sarcotragus spinosulus Species Irciniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15588 Senecio desfontainei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11987 Silene inflata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11994 Thesium humile Species Thesiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16025 Werneria decora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26712 Cladrastis kentukea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26615 Melampsora lini Species Melampsoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18145 Annona papilionella Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7470 Choisya mollis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26040 Dracocephalum komarovi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11851 Excoecaria parvifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9560 Helenium vernale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26426.1 Cassia javanica subsp. nodosa Subspecies Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15697 Camellia sasanqua Species Theaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15915 Edgeworthia gardneri Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16125 Micromonas pusilla Species Mamiellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13139 Anatheca montagnei Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11994 Thesium humile Species Thesiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14936 Agave shawii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4589 Sarcotragus spinosulus Species Irciniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9479 Ambrosia grayi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15797 Drypetes littoralis Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11002 Hopea jucunda Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11987 Silene inflata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16718 Pinna nobilis Species Pinnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7470 Choisya mollis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11436 Baeomyces roseus Species Baeomycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16557 Polygala ruwenzoriensis Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16796 Rumex conglomeratus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15588 Senecio desfontainei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26426.1 Cassia javanica subsp. nodosa Subspecies Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14463 Dirca occidentalis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5866 Bitis arietans Species Viperidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27733 Rosa hybrid cultivar Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14313 Pachybasium candidum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15205 Alaria crispa Species Alariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11808 Ania latifolia Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12848 Carpinus cordata Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24409 Evasterias troschelii Species Asteriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14807 Arenaria juncea Species Scolopacidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8804 Raputia simulans n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16025 Werneria decora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16475 Plumbago pulchella Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12490 Lecidea speirodes Species Lecideaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15697 Camellia sasanqua Species Theaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26712 Cladrastis kentukea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5047 Evodiopanax innovans n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15349 Acacia sparsiflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12293 Euphorbia iberica Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13442 Eucalyptus regnans Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26615 Melampsora lini Species Melampsoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29027 Khaya grandifoliola Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2038 Myrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20219 Rhizobium etli Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO820 Grindelia perennis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2827 Plumeria alba Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9560 Helenium vernale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11851 Excoecaria parvifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18145 Annona papilionella Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26040 Dracocephalum komarovi 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 NPC114822 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 NPC192638
1.0 High Similarity NPC25511
1.0 High Similarity NPC600137
0.8542 High Similarity NPC248830
0.8542 High Similarity NPC212241
0.82 Intermediate Similarity NPC269396
0.78 Intermediate Similarity NPC231256
0.78 Intermediate Similarity NPC178383
0.76 Intermediate Similarity NPC202540
0.75 Intermediate Similarity NPC246956
0.75 Intermediate Similarity NPC74595
0.75 Intermediate Similarity NPC142712
0.75 Intermediate Similarity NPC264665
0.7347 Intermediate Similarity NPC480925
0.7347 Intermediate Similarity NPC48079
0.7308 Intermediate Similarity NPC93662
0.7255 Intermediate Similarity NPC104387
0.7255 Intermediate Similarity NPC240235
0.7255 Intermediate Similarity NPC14112
0.7255 Intermediate Similarity NPC301226
0.7222 Intermediate Similarity NPC12774
0.7059 Intermediate Similarity NPC97534
0.7059 Intermediate Similarity NPC195155
0.7059 Intermediate Similarity NPC102708
0.6923 Remote Similarity NPC144075
0.6863 Remote Similarity NPC80297
0.6863 Remote Similarity NPC475727
0.6863 Remote Similarity NPC116119
0.6852 Remote Similarity NPC119355
0.6842 Remote Similarity NPC607755
0.6604 Remote Similarity NPC78067
0.6604 Remote Similarity NPC278091
0.6481 Remote Similarity NPC42853
0.6429 Remote Similarity NPC298168
0.6429 Remote Similarity NPC143133
0.6415 Remote Similarity NPC185536
0.6346 Remote Similarity NPC35652
0.6296 Remote Similarity NPC91573
0.625 Remote Similarity NPC57469
0.6226 Remote Similarity NPC606606
0.6207 Remote Similarity NPC471900
0.6182 Remote Similarity NPC237460
0.6111 Remote Similarity NPC43300
0.6071 Remote Similarity NPC296701
0.6071 Remote Similarity NPC218616
0.6 Remote Similarity NPC483720
0.5965 Remote Similarity NPC305835
0.5938 Remote Similarity NPC475416
0.5882 Remote Similarity NPC232112
0.5833 Remote Similarity NPC264317
0.5833 Remote Similarity NPC294438
0.5789 Remote Similarity NPC5767
0.5789 Remote Similarity NPC211009
0.5789 Remote Similarity NPC475742
0.5763 Remote Similarity NPC49599
0.5763 Remote Similarity NPC49627
0.5738 Remote Similarity NPC33768
0.5714 Remote Similarity NPC245869
0.569 Remote Similarity NPC86305
0.569 Remote Similarity NPC212879
0.5593 Remote Similarity NPC103754
0.5593 Remote Similarity NPC126993
0.5574 Remote Similarity NPC611062
0.5536 Remote Similarity NPC475679
0.5424 Remote Similarity NPC13554
0.541 Remote Similarity NPC477578
0.541 Remote Similarity NPC477577
0.5345 Remote Similarity NPC58631
0.5345 Remote Similarity NPC285761
0.5345 Remote Similarity NPC34930
0.5345 Remote Similarity NPC472742
0.5323 Remote Similarity NPC201406
0.5323 Remote Similarity NPC289486
0.5312 Remote Similarity NPC16377
0.5263 Remote Similarity NPC472741
0.5254 Remote Similarity NPC159497
0.5254 Remote Similarity NPC201725
0.5254 Remote Similarity NPC602784
0.5238 Remote Similarity NPC481321
0.5238 Remote Similarity NPC112009
0.5085 Remote Similarity NPC293803
0.5077 Remote Similarity NPC151191
0.5068 Remote Similarity NPC474092

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC114822 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
0.5833 Remote Similarity NPD7520 Phase 1

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