NPASS Compound

Natural Product: NPC86368

Natural Product ID	NPC86368
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Olean-12-Ene-3Beta,16Beta,28-Triol-3-Palmitate
IUPAC Name	[(3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate
Synonyms	3beta-O-palmityl longispinogenin
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL447142
PubChem CID	14378672
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

RDKit 3D 130134 0 0 0 0 0 0 0 0999 V2000 15.1646 -0.1750 -1.3001 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1520 -1.1821 -1.8025 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2290 -1.5497 -0.6835 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4814 -0.3408 -0.1491 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6498 0.2944 -1.2204 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9199 1.4769 -0.6642 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0267 1.0531 0.4646 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0386 0.0357 -0.0568 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1429 -0.3878 1.0742 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3542 0.7189 1.6946 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4141 0.2031 2.7164 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1683 -0.4614 2.3993 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9313 -1.5708 1.4834 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0088 -1.3485 0.0190 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0361 -0.2899 -0.4639 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6495 -0.7048 -0.2104 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3640 -1.8353 0.1858 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5659 0.1384 -0.3949 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2096 -0.2011 -0.1678 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3228 0.4719 1.0713 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7933 0.6006 1.1530 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4530 1.1708 -0.0923 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9857 2.5692 -0.2535 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0594 0.2181 -1.1826 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7293 0.6493 -2.4801 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2133 0.3320 -2.2493 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8052 1.1217 -1.1044 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9928 2.5149 -1.6518 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9330 1.0214 0.0766 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4994 1.9035 1.1658 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8309 1.3068 1.4717 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6053 0.7085 0.6096 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9137 0.1578 1.0539 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7104 -1.2348 1.5338 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8377 -2.1874 1.4543 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6150 -3.3053 0.4512 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0189 -2.9467 2.7940 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1660 -1.5155 1.2335 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0471 -0.6945 0.0051 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0092 0.4129 0.0916 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.8357 1.6331 0.5611 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3762 1.3734 1.8210 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6162 0.7146 -1.3148 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.2841 1.3575 -1.5279 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1739 0.5877 -0.7901 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2964 -0.8058 -1.3449 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5241 1.6724 -1.8712 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6404 -0.0913 -1.3752 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6041 -1.4702 -2.0913 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0448 0.7516 -2.4667 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1499 -0.4659 -1.7052 H 0 0 0 0 0 0 0 0 0 0 0 0 14.9437 0.8534 -1.6756 H 0 0 0 0 0 0 0 0 0 0 0 0 15.2097 -0.1799 -0.1837 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6809 -2.1247 -2.0949 H 0 0 0 0 0 0 0 0 0 0 0 0 13.5995 -0.8168 -2.6719 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4275 -2.2520 -1.0483 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7595 -2.0445 0.1473 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1566 0.4250 0.2632 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8448 -0.7457 0.6825 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9621 -0.3998 -1.7423 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3503 0.6430 -2.0274 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2332 1.9038 -1.4515 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6504 2.2456 -0.3311 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5594 0.6530 1.3398 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4861 1.9640 0.8517 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6391 -0.8865 -0.3150 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4805 0.3956 -0.9234 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9446 -0.7139 1.8853 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6410 -1.3108 0.8709 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0520 1.4718 2.1740 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8154 1.3294 0.9172 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0500 -0.4051 3.4607 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1625 1.1041 3.3896 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4065 0.3918 2.1932 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7319 -0.7834 3.4426 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6747 -2.4256 1.6857 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9585 -2.0664 1.7256 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5988 -2.3132 -0.4454 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9409 -1.1585 -0.4646 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2128 -0.2000 -1.5745 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2656 0.7009 -0.0246 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2776 -1.2717 0.1383 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1528 1.4710 1.2539 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0189 -0.0907 2.0108 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9945 1.2619 2.0454 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2813 -0.3803 1.4138 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7136 2.8617 -1.2840 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7426 3.2624 0.1607 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0597 2.8061 0.3477 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5733 -0.7286 -0.8966 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4253 -0.0584 -3.2967 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5385 1.6725 -2.7627 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1749 -0.7361 -1.9548 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7311 0.5165 -3.2061 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0276 3.0319 -1.8503 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4143 2.3907 -2.6719 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5528 3.1880 -0.9921 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0677 -0.0347 0.4748 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6072 2.9490 0.7843 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8973 1.9621 2.0692 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1763 1.3858 2.5253 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2099 0.7208 2.0020 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8124 -1.7525 1.0759 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3754 -1.2479 2.6230 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1498 -4.2235 0.7543 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7617 -3.0214 -0.5893 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5210 -3.5808 0.5331 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1469 -3.5992 2.9638 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1646 -2.1822 3.5556 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9703 -3.5035 2.6663 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4344 -0.9398 2.1414 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9112 -2.3162 1.0284 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0546 -0.2707 -0.2419 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8027 -1.3437 -0.8567 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1133 2.4618 0.6806 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6179 1.8686 -0.1827 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8889 1.8145 2.5558 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8158 -0.1531 -2.0177 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1303 1.3565 -2.6226 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3782 2.3921 -1.2042 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1337 -0.7261 -2.4350 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6240 -1.5540 -0.9459 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3187 -1.2266 -1.2193 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2382 2.5724 -1.5082 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4309 -1.8909 -1.9651 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8910 -1.3890 -3.1364 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2965 -2.1266 -1.5108 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2237 1.7753 -2.1674 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9882 0.2020 -2.7480 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5624 0.7645 -3.3938 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 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 16 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 6 22 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 6 27 29 1 0 29 30 1 0 30 31 1 0 31 32 2 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 35 37 1 0 35 38 1 0 38 39 1 0 39 40 1 0 40 41 1 1 41 42 1 0 40 43 1 0 43 44 1 0 44 45 1 0 45 46 1 6 43 47 1 0 24 48 1 0 48 49 1 0 48 50 1 0 48 19 1 0 29 22 1 0 45 32 1 0 45 27 1 0 40 33 1 0 1 51 1 0 1 52 1 0 1 53 1 0 2 54 1 0 2 55 1 0 3 56 1 0 3 57 1 0 4 58 1 0 4 59 1 0 5 60 1 0 5 61 1 0 6 62 1 0 6 63 1 0 7 64 1 0 7 65 1 0 8 66 1 0 8 67 1 0 9 68 1 0 9 69 1 0 10 70 1 0 10 71 1 0 11 72 1 0 11 73 1 0 12 74 1 0 12 75 1 0 13 76 1 0 13 77 1 0 14 78 1 0 14 79 1 0 15 80 1 0 15 81 1 0 19 82 1 1 20 83 1 0 20 84 1 0 21 85 1 0 21 86 1 0 23 87 1 0 23 88 1 0 23 89 1 0 24 90 1 1 25 91 1 0 25 92 1 0 26 93 1 0 26 94 1 0 28 95 1 0 28 96 1 0 28 97 1 0 29 98 1 1 30 99 1 0 30100 1 0 31101 1 0 33102 1 1 34103 1 0 34104 1 0 36105 1 0 36106 1 0 36107 1 0 37108 1 0 37109 1 0 37110 1 0 38111 1 0 38112 1 0 39113 1 0 39114 1 0 41115 1 0 41116 1 0 42117 1 0 43118 1 6 44119 1 0 44120 1 0 46121 1 0 46122 1 0 46123 1 0 47124 1 0 49125 1 0 49126 1 0 49127 1 0 50128 1 0 50129 1 0 50130 1 0 M END

Standard InCHIKey	OPGQHWKKODQISN-BVGAXPSFSA-N
Standard InCHI	InChI=1S/C46H80O4/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-40(49)50-39-26-27-43(6)36(42(39,4)5)25-28-44(7)37(43)24-23-34-35-31-41(2,3)29-30-46(35,33-47)38(48)32-45(34,44)8/h23,35-39,47-48H,9-22,24-33H2,1-8H3/t35-,36-,37+,38-,39-,43-,44+,45+,46+/m0/s1
SMILES	CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@@H]4CC(C)(C)CC[C@]4(CO)[C@H](C[C@@]32C)O)C1(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	696.61	Volume:	791.277 ? Van der Waals volume.
Dense:	0.88	LogP:	10.141 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	5.597 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-7.527 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	17.0	Rigid Bonds:	27.0
TPSA:	66.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	5.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.096	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.992	Fsp³:	0.935
MCE-18:	97.978 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.865	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.002 ? 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:	0.445	Promiscuous compounds:	0.295

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.137	MDCK Permeability:	-4.757
Pgp-inhibitor:	0.701	Pgp-substrate:	0.003
PAMPA:	0.0 ? 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):	0.041
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.344	MRP1:	0.865
Plasma Protein Binding (PPB):	99.372%	Volume Distribution (VD):	1.209
Fu:	1.497% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.952
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.764
CYP2C19-inhibitor:	0.02	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.302
CYP2D6-inhibitor:	0.001	CYP2D6-substrate:	0.802
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.044 ? 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):

5.446

Half-life (T1/2):

1.25

ADMET: Toxicity

hERG Blockers:	0.5	hERG Blockers (10um):	0.778
Human Hepatotoxicity (H-HT):	0.551	Drug-induced Liver Injury (DILI):	0.081
AMES Toxicity:	0.017	Rat Oral Acute Toxicity:	0.189
Maximum Recommended Daily Dose:	0.741	Skin Sensitization:	0.983
Carcinogencity:	0.763	Eye Corrosion:	0.002
Eye Irritation:	0.185	Respiratory Toxicity:	0.913
Drug-induced Neurotoxicity:	0.011	Ototoxicity:	0.565
Hematotoxicity:	0.19	Drug-induced Nephrotoxicity:	0.43
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.071
A549 Cytotoxicity:	0.812	Hek293 Cytotoxicity:	0.599
BCF:	1.487 ? 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:	5.887 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.489 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.738 ? 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
NPO33468	trichocereus chilensis	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2746261]

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

Activity Type	# Activity
ED50	3

Activity Type	# Activity
Cell line	3

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
NPT81	Cell line	A549	Homo sapiens	ED50	>	10.0	ppm	PubChem BioAssay data set
NPT83	Cell line	MCF7	Homo sapiens	ED50	>	10.0	ppm	PMID[11716514]
NPT139	Cell line	HT-29	Homo sapiens	ED50	>	10.0	ppm	PMID[18490506]

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
-	Artemia	LC50	>	1000.0	ppm	PMID[18490506]

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 NPC86368 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	18631
0.1-0.2	24879
0.2-0.3	5187
0.3-0.4	931
0.4-0.5	201
0.5-0.6	16
0.6-0.7	9
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
0.7534	Intermediate Similarity	NPC488524
0.7353	Intermediate Similarity	NPC10005
0.7353	Intermediate Similarity	NPC91525
0.726	Intermediate Similarity	NPC488522
0.6757	Remote Similarity	NPC488520
0.662	Remote Similarity	NPC191965
0.64	Remote Similarity	NPC488525
0.6377	Remote Similarity	NPC253807
0.6377	Remote Similarity	NPC158662
0.6286	Remote Similarity	NPC224145
0.6164	Remote Similarity	NPC9892
0.6143	Remote Similarity	NPC195334
0.6133	Remote Similarity	NPC488523
0.5946	Remote Similarity	NPC329943
0.5867	Remote Similarity	NPC286786
0.5811	Remote Similarity	NPC162107
0.5811	Remote Similarity	NPC46912
0.5579	Remote Similarity	NPC76497
0.5556	Remote Similarity	NPC485586
0.5435	Remote Similarity	NPC1046
0.527	Remote Similarity	NPC235341
0.5256	Remote Similarity	NPC488519
0.5248	Remote Similarity	NPC302887
0.5227	Remote Similarity	NPC477877
0.5195	Remote Similarity	NPC137306
0.5185	Remote Similarity	NPC294360
0.5135	Remote Similarity	NPC311078
0.5135	Remote Similarity	NPC34177
0.5052	Remote Similarity	NPC173583

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC86368 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6750
0.1-0.2	2294
0.2-0.3	97
0.3-0.4	8
0.4-0.5	1
0.5-0.6	0
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
		NPD

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