NPASS Compound

Natural Product: NPC235023

Natural Product ID	NPC235023
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	LCMWIUMVTSLZKP-RRBPSQHESA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0002207] O-glycosyl compounds

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 103109 0 0 0 0 0 0 0 0999 V2000 -4.7057 1.5459 2.5655 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1440 0.1397 2.2494 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8386 -0.3860 1.0534 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0896 -1.5962 0.5135 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8824 -1.9563 1.3378 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0392 -0.7026 1.6110 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8106 0.3646 1.9692 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4403 -0.4067 0.4021 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0903 -0.4333 0.3262 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4464 -1.3766 -0.7271 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9042 -1.5928 -0.4218 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7130 -0.3016 -0.4664 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9570 -0.0287 -1.9513 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0137 0.8615 0.0888 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4492 1.0610 1.5474 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8411 1.6091 1.4373 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7239 0.5502 0.8352 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6101 0.0614 1.9895 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0572 0.4368 1.7122 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5075 -0.1118 0.3818 C 0 0 2 0 0 0 0 0 0 0 0 0 8.9241 0.2628 0.1725 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6173 1.1455 0.9244 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9650 1.2767 0.4460 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8637 2.0082 0.9175 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0856 0.4465 -0.6298 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8962 -0.2689 -0.8083 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6493 0.2637 -0.7541 C 0 0 1 0 0 0 0 0 0 0 0 0 7.3152 1.0539 -1.8476 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9349 -0.9060 -1.3832 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8970 -1.5214 -0.5187 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0156 -0.6066 0.2619 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5835 1.1896 -0.1901 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4593 2.3370 -0.5525 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5392 0.9109 0.0296 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1425 -2.6879 2.4666 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6354 -1.3558 -0.7820 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1719 -2.2974 -1.6436 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1904 -0.6660 1.1867 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0254 0.0274 0.3767 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.2317 0.5215 1.1107 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.0406 1.4359 0.1921 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.3788 0.6143 -1.0425 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.1233 0.0131 -1.5763 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.3665 -0.6717 -2.9022 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9230 0.2850 -3.7665 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5675 -0.8569 -0.6411 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.0600 1.3663 -1.9980 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1573 1.8424 0.8805 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8508 1.1601 2.2759 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2636 1.5304 3.5072 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2886 1.9116 1.7026 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8716 2.2847 2.7097 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3008 -0.4583 3.1710 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7681 0.4048 0.2564 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7347 -2.4875 0.4755 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2480 -2.6178 0.6724 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3712 -0.9405 2.4319 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3318 -0.7450 1.3019 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0640 -2.3349 -0.6766 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3026 -0.8632 -1.7085 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2602 -2.2891 -1.2370 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0005 -2.0508 0.5608 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6358 0.8088 -2.1068 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1595 -0.9464 -2.5080 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9533 0.3453 -2.3203 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3931 1.7781 -0.4582 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7897 1.8826 1.9272 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3821 0.1359 2.1311 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2201 2.0227 2.3871 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7666 2.4895 0.7331 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3449 0.5428 2.9491 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5695 -1.0207 2.1346 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1480 1.5220 1.7933 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6657 -0.0343 2.4993 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4779 -1.2578 0.4520 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1988 1.6756 1.7714 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5797 -0.1196 -1.8461 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0622 -1.3735 -0.6047 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5176 0.4233 -2.7460 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5249 1.7808 -2.2389 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1407 1.6888 -1.5269 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7097 -1.6772 -1.5817 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5297 -0.6112 -2.3661 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2621 -2.1493 -1.1757 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4120 -2.2589 0.1641 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6849 -1.2249 1.1604 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1974 1.2658 -0.9627 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1933 1.5881 0.8500 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7087 -2.2416 3.2391 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2990 -2.2626 -1.6552 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8263 -1.9955 -2.6755 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8518 -3.3210 -1.4420 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5835 0.8127 -0.2262 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8318 -0.3848 1.3748 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3646 2.2669 -0.0919 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0762 -0.2145 -0.7454 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4053 0.8612 -1.7454 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4396 -1.0260 -3.3519 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1220 -1.4696 -2.7550 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3133 1.0854 -3.8462 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0304 1.3705 -1.7955 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9470 1.7056 0.2968 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7677 2.1329 2.1046 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 6 12 14 1 0 14 15 1 0 15 16 1 0 17 16 1 1 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 2 0 22 23 1 0 23 24 2 0 23 25 1 0 25 26 1 0 20 27 1 0 27 28 1 6 27 29 1 0 29 30 1 0 30 31 1 0 27 32 1 0 32 33 2 0 14 34 1 0 5 35 1 0 4 36 1 0 36 37 1 0 3 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 43 46 1 0 42 47 1 0 41 48 1 0 40 49 1 0 7 2 1 0 34 9 1 0 46 39 1 0 31 12 1 0 31 17 1 0 32 17 1 0 26 21 1 0 1 50 1 0 1 51 1 0 1 52 1 0 2 53 1 1 3 54 1 6 4 55 1 6 5 56 1 6 6 57 1 1 9 58 1 1 10 59 1 0 10 60 1 0 11 61 1 0 11 62 1 0 13 63 1 0 13 64 1 0 13 65 1 0 14 66 1 6 15 67 1 0 15 68 1 0 16 69 1 0 16 70 1 0 18 71 1 0 18 72 1 0 19 73 1 0 19 74 1 0 20 75 1 1 22 76 1 0 26 77 1 0 26 78 1 0 28 79 1 0 28 80 1 0 28 81 1 0 29 82 1 0 29 83 1 0 30 84 1 0 30 85 1 0 31 86 1 1 34 87 1 0 34 88 1 0 35 89 1 0 37 90 1 0 37 91 1 0 37 92 1 0 39 93 1 6 40 94 1 1 41 95 1 6 42 96 1 1 43 97 1 6 44 98 1 0 44 99 1 0 45100 1 0 47101 1 0 48102 1 0 49103 1 0 M END

Standard InCHIKey	LCMWIUMVTSLZKP-RRBPSQHESA-N
Standard InCHI	InChI=1S/C36H54O13/c1-17-29(49-31-27(41)26(40)25(39)22(15-37)48-31)30(44-4)28(42)32(46-17)47-20-6-9-34(2)19(14-20)5-11-36-12-7-21(18-13-24(38)45-16-18)35(3,33(36)43)10-8-23(34)36/h13,17,19-23,25-32,37,39-42H,5-12,14-16H2,1-4H3/t17-,19+,20-,21+,22-,23+,25-,26+,27-,28-,29-,30-,31+,32+,34-,35+,36+/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)O[C@H]1CC[C@@]2(C)[C@H](CC[C@@]34CC[C@H](C5=CC(=O)OC5)[C@@](C)(CC[C@H]23)C4=O)C1)O)OC)O[C@@H]1[C@H]([C@@H]([C@H]([C@H](CO)O1)O)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
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1038/ncomms4886]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1039/C39730000707]
NPO1071	Parerythropodium fulvum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[11277760]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	Niigata City, Niigata Province, Japan	2000-Nov	PMID[15730243]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	n.a.	n.a.	PMID[16933868]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17253842]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	n.a.	n.a.	PMID[17595134]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	Niigata City, Niigata Province, Japan	2001-NOV	PMID[17595134]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18491868]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19731587]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29693393]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37726667]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39382805]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	Leaves; Stems	n.a.	n.a.	PMID[9214727]
NPO1607	Croton rhamnifolius	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2518	Crinum kirkii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2361	Aconitum brevicalcaratum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3146	Ammodendron conollyi	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO351	Cirsium dipsacolepis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6377	Cocculus diversifolius	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8585	Verpa digitaliformis	Species	Morchellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1308	Veronica pectinata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15583	Tripodanthus acutifolius	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6776	Trifolium apertum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO715	Teucrium pestalozzae	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5197	Streptomyces eurythermus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6974	Solanum racemigerum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20132	Scutellaria seleriana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7097	Rhynchosporium orthosporum	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8840	Ptilidium ciliare	Species	Ptilidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4253	Viguiera annua	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1071	Parerythropodium fulvum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4082	Ophiarthrum elegans	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8472	Knightia deplanchei	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5591	Fucus spiralis	Species	Fucaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5980	Eria subsessilis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2518	Crinum kirkii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5591	Fucus spiralis	Species	Fucaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20132	Scutellaria seleriana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO715	Teucrium pestalozzae	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8472	Knightia deplanchei	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15583	Tripodanthus acutifolius	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8840	Ptilidium ciliare	Species	Ptilidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4082	Ophiarthrum elegans	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2361	Aconitum brevicalcaratum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6776	Trifolium apertum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5197	Streptomyces eurythermus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO351	Cirsium dipsacolepis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1071	Parerythropodium fulvum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8585	Verpa digitaliformis	Species	Morchellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6377	Cocculus diversifolius	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7097	Rhynchosporium orthosporum	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6974	Solanum racemigerum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1607	Croton rhamnifolius	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5980	Eria subsessilis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3146	Ammodendron conollyi	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2518	Crinum kirkii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4253	Viguiera annua	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1308	Veronica pectinata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10021	Nerium oleander	Species	Apocynaceae	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 NPC235023 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	15815
0.1-0.2	28364
0.2-0.3	4241
0.3-0.4	1289
0.4-0.5	81
0.5-0.6	43
0.6-0.7	21
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
0.6774	Remote Similarity	NPC486143
0.6774	Remote Similarity	NPC486142
0.6774	Remote Similarity	NPC486149
0.6489	Remote Similarity	NPC231518
0.6489	Remote Similarity	NPC488944
0.6364	Remote Similarity	NPC486144
0.6364	Remote Similarity	NPC486145
0.6364	Remote Similarity	NPC486147
0.6364	Remote Similarity	NPC486148
0.625	Remote Similarity	NPC486135
0.625	Remote Similarity	NPC486137
0.6186	Remote Similarity	NPC232785
0.6186	Remote Similarity	NPC486139
0.6146	Remote Similarity	NPC488941
0.6146	Remote Similarity	NPC475629
0.6146	Remote Similarity	NPC488940
0.61	Remote Similarity	NPC479360
0.61	Remote Similarity	NPC479359
0.61	Remote Similarity	NPC488943
0.61	Remote Similarity	NPC488942
0.6078	Remote Similarity	NPC120390
0.5882	Remote Similarity	NPC486136
0.5876	Remote Similarity	NPC486130
0.5849	Remote Similarity	NPC474423
0.5816	Remote Similarity	NPC486127
0.5755	Remote Similarity	NPC488945
0.5755	Remote Similarity	NPC488946
0.5644	Remote Similarity	NPC486146
0.5612	Remote Similarity	NPC236973
0.5591	Remote Similarity	NPC5311
0.5556	Remote Similarity	NPC479353
0.5556	Remote Similarity	NPC479354
0.5534	Remote Similarity	NPC486132
0.5534	Remote Similarity	NPC486131
0.5481	Remote Similarity	NPC486128
0.5472	Remote Similarity	NPC475419
0.5421	Remote Similarity	NPC486134
0.5421	Remote Similarity	NPC486141
0.5354	Remote Similarity	NPC30483
0.5354	Remote Similarity	NPC470897
0.53	Remote Similarity	NPC292467
0.5278	Remote Similarity	NPC486140
0.5238	Remote Similarity	NPC479357
0.5229	Remote Similarity	NPC486133
0.5192	Remote Similarity	NPC329986
0.5192	Remote Similarity	NPC140092
0.5192	Remote Similarity	NPC488939
0.5189	Remote Similarity	NPC488938
0.5189	Remote Similarity	NPC488937
0.5185	Remote Similarity	NPC74259
0.5149	Remote Similarity	NPC32177
0.5149	Remote Similarity	NPC469756
0.5149	Remote Similarity	NPC275901
0.5146	Remote Similarity	NPC208193
0.5143	Remote Similarity	NPC486138
0.5143	Remote Similarity	NPC276838
0.5143	Remote Similarity	NPC477492
0.5138	Remote Similarity	NPC117445
0.5138	Remote Similarity	NPC474908
0.5138	Remote Similarity	NPC308262
0.5104	Remote Similarity	NPC77299
0.5104	Remote Similarity	NPC480906
0.5098	Remote Similarity	NPC188234
0.5052	Remote Similarity	NPC480914

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC235023 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6194
0.1-0.2	2864
0.2-0.3	72
0.3-0.4	14
0.4-0.5	5
0.5-0.6	0
0.6-0.7	1
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
0.6489	Remote Similarity	NPD8033	Approved

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