NPASS Natural Product

Natural Product: NPC111882

Natural Product ID:	NPC111882
Common Name:	(+)-Proto-Quercitol
IUPAC Name:	(1R,2S,4S,5R)-cyclohexane-1,2,3,4,5-pentol
Synonyms:	(+)-Proto-Quercitol
Molecular Formula:	C6H12O5
Standard InCHIKey:	IMPKVMRTXBRHRB-MBMOQRBOSA-N
Standard InCHI:	InChI=1S/C6H12O5/c7-2-1-3(8)5(10)6(11)4(2)9/h2-11H,1H2/t2-,3-,4+,5+/m1/s1
Canonical SMILES:	O[C@@H]1C[C@@H](O)[C@@H](C([C@H]1O)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO27848	Conoideocrella luteorostrata	Species	Clavicipitaceae	Eukaryota	UNPD*
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	UNPD*
NPO6259	Keiferia lycopersicella	Species	Gelechiidae	Eukaryota	UNPD*
NPO1516	Passiflora suberosa	Species	Passifloraceae	Eukaryota	UNPD*
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	UNPD*
NPO26332	Ramalina tumidula	Species	Ramalinaceae	Eukaryota	UNPD*
NPO27869	Bombacopsis glabra	NA	NA	NA	UNPD*
NPO27216	Oreodaphne porosa	NA	NA	NA	UNPD*
NPO27646	Cystoseira baccata	Species	Sargassaceae	Eukaryota	UNPD*
NPO25388	Siliquariaspongia japonica	NA	NA	NA	UNPD*
NPO22931	Leptocarpha rivularis	NA	NA	NA	UNPD*
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	UNPD*
NPO1038	Phoenix loureiroi	Species	Arecaceae	Eukaryota	UNPD*
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	UNPD*
NPO27522	Gongronella urceolifera	Species	Cunninghamellaceae	Eukaryota	UNPD*
NPO658	Leucopaxillus gentianeus	Species	Tricholomataceae	Eukaryota	UNPD*
NPO8808	Artemisia schimperi	Species	Asteraceae	Eukaryota	UNPD*
NPO11558	Atylosia trinervia	Species	Fabaceae	Eukaryota	UNPD*
NPO4240	Elephantopus mollis	Species	Asteraceae	Eukaryota	UNPD*
NPO22287	Colocasia esculenta	Species	Araceae	Eukaryota	UNPD*
NPO18354	Meiothermus ruber	Species	Thermaceae	Bacteria	UNPD*
NPO6730	Crossopteryx febrifuga	Species	Rubiaceae	Eukaryota	UNPD*
NPO27703	Eclipta erecta	Species	Cerambycidae	Eukaryota	UNPD*
NPO8777	Euryops algoensis	Species	Asteraceae	Eukaryota	UNPD*
NPO27803	Cercidiphyllum japonicum	Species	Cercidiphyllaceae	Eukaryota	UNPD*
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	UNPD*
NPO11949	Iris ensata	Species	Iridaceae	Eukaryota	UNPD*
NPO27468	Rhizopogon roseolus	Species	Rhizopogonaceae	Eukaryota	UNPD*
NPO27617	Phoenix dactylifera	Species	Arecaceae	Eukaryota	UNPD*
NPO12317	Naja kaouthia	Species	Elapidae	Eukaryota	UNPD*
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	UNPD*
NPO7050	Picea mariana	Species	Pinaceae	Eukaryota	UNPD*
NPO27931	Caulerpa taxifolia	Species	Caulerpaceae	Eukaryota	UNPD*
NPO8492	Viburnum urceolatum	Species	Adoxaceae	Eukaryota	UNPD*
NPO23518	Polygonatum odoratum	Species	Asparagaceae	Eukaryota	TCMID*
NPO13002	Petasites georgicus	Species	Asteraceae	Eukaryota	UNPD*
NPO10613	Thalictrum longistylum	Species	Ranunculaceae	Eukaryota	UNPD*
NPO10331	Allium ascalonicum	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO5156	Hypoestes rosea	Species	Acanthaceae	Eukaryota	UNPD*
NPO12677	Penicillium kapuscinskii	Species	Aspergillaceae	Eukaryota	UNPD*
NPO27739	Erythrina mildbraedii	Species	Fabaceae	Eukaryota	UNPD*
NPO27976	Astragalus wootoni	Species	Fabaceae	Eukaryota	UNPD*
NPO12170	Solanum lasiocarpum	Species	Solanaceae	Eukaryota	UNPD*
NPO13978	Cissampelos pareira	Species	Menispermaceae	Eukaryota	TCMID*
NPO27726	Diplocarpon mali	Species	Dermateaceae	Eukaryota	UNPD*
NPO7389	Rhodiola atuntsuensis	Species	Crassulaceae	Eukaryota	UNPD*
NPO27817	Stephania hernandifolia	Species	Menispermaceae	Eukaryota	TCMID*
NPO11709	Salvia parryi	Species	Lamiaceae	Eukaryota	UNPD*
NPO4544	Gomortega keule	Species	Gomortegaceae	Eukaryota	UNPD*
NPO23736	Myrsine africana	Species	Primulaceae	Eukaryota	TCMID*
NPO7347	Viguiera oblongifolia	Species	Asteraceae	Eukaryota	UNPD*
NPO27666	Sophora tetraptera	Species	Fabaceae	Eukaryota	UNPD*
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	TCMID*
NPO9930	Dendrodoris tuberculosa	Species	Dendrodorididae	Eukaryota	UNPD*
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	UNPD*
NPO7185	Eucalyptus populnea	Species	Myrtaceae	Eukaryota	TCMID*
NPO10331	Allium ascalonicum	Species	Amaryllidaceae	Eukaryota	HerDing*
NPO12081	Streptomyces xanthochromogenes	Species	Streptomycetaceae	Bacteria	UNPD*
NPO19984	Turpinia ternata	Species	Staphyleaceae	Eukaryota	UNPD*
NPO13978	Cissampelos pareira	Species	Menispermaceae	Eukaryota	HerDing*
NPO23450	Chionographis japonica	Species	Melanthiaceae	Eukaryota	UNPD*
NPO23518	Polygonatum odoratum	Species	Asparagaceae	Eukaryota	HerDing*
NPO27838	Rebutia marsoneri	Species	Cactaceae	Eukaryota	UNPD*
NPO23736	Myrsine africana	Species	Primulaceae	Eukaryota	HerDing*
NPO12893	Dermolepida albohirtum	Species	Scarabaeidae	Eukaryota	UNPD*
NPO27817	Stephania hernandifolia	Species	Menispermaceae	Eukaryota	HerDing*
NPO19931	Pyrus x nivalis	Species	Rosaceae	Eukaryota	UNPD*
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	HerDing*
NPO28092	Xyris pterygoblephara	Species	Xyridaceae	Eukaryota	UNPD*
NPO7185	Eucalyptus populnea	Species	Myrtaceae	Eukaryota	HerDing*
NPO96	Rhododendron capitatum	Species	Ericaceae	Eukaryota	UNPD*

Biological Activity

Activity Type	# Activity
Others	3

Activity Type	# Activity
Individual Protein	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Inhibition	<	30	%	22290077
NPT671	Individual Protein	Acidic alpha-glucosidase	Rattus norvegicus	Inhibition	<	30	%	22290077
NPT462	Individual Protein	Sucrase-isomaltase	Rattus norvegicus	Inhibition	<	30	%	22290077

Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC111882 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	681
0.1-0.2	7478
0.2-0.3	14929
0.3-0.4	6615
0.4-0.5	889
0.5-0.6	192
0.6-0.7	58
0.7-0.8	31
0.8-0.85	3
0.85-0.9	7
0.9-0.95	2
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC88278
1.0	High Similarity	NPC102981
1.0	High Similarity	NPC227707
1.0	High Similarity	NPC99573
0.9024	High Similarity	NPC207656
0.9024	High Similarity	NPC107091
0.8649	High Similarity	NPC86412
0.8649	High Similarity	NPC325034
0.8649	High Similarity	NPC66052
0.8649	High Similarity	NPC293908
0.8649	High Similarity	NPC192065
0.8605	High Similarity	NPC314613
0.8605	High Similarity	NPC88638
0.8222	Intermediate Similarity	NPC325822
0.8222	Intermediate Similarity	NPC61270
0.8049	Intermediate Similarity	NPC266553
0.7838	Intermediate Similarity	NPC197207
0.7838	Intermediate Similarity	NPC127074
0.7838	Intermediate Similarity	NPC182541
0.7838	Intermediate Similarity	NPC187058
0.7838	Intermediate Similarity	NPC149070
0.7708	Intermediate Similarity	NPC278465
0.7708	Intermediate Similarity	NPC322803
0.7708	Intermediate Similarity	NPC321102
0.7708	Intermediate Similarity	NPC325153
0.75	Intermediate Similarity	NPC320240
0.75	Intermediate Similarity	NPC70756
0.7347	Intermediate Similarity	NPC244869
0.7347	Intermediate Similarity	NPC300235
0.7347	Intermediate Similarity	NPC476136
0.7347	Intermediate Similarity	NPC476149
0.7174	Intermediate Similarity	NPC69445
0.7174	Intermediate Similarity	NPC165846
0.7174	Intermediate Similarity	NPC176017
0.7174	Intermediate Similarity	NPC285364
0.7174	Intermediate Similarity	NPC21209
0.7174	Intermediate Similarity	NPC255377
0.7174	Intermediate Similarity	NPC92246
0.7174	Intermediate Similarity	NPC289758
0.7174	Intermediate Similarity	NPC73906
0.7174	Intermediate Similarity	NPC199857
0.7111	Intermediate Similarity	NPC29721
0.7027	Intermediate Similarity	NPC33415
0.7027	Intermediate Similarity	NPC301586
0.7027	Intermediate Similarity	NPC325345
0.7021	Intermediate Similarity	NPC277475
0.7021	Intermediate Similarity	NPC321087
0.6875	Remote Similarity	NPC318700
0.6875	Remote Similarity	NPC14144
0.6875	Remote Similarity	NPC188428
0.6852	Remote Similarity	NPC182903
0.6757	Remote Similarity	NPC320326
0.6735	Remote Similarity	NPC157193
0.6735	Remote Similarity	NPC282143
0.6735	Remote Similarity	NPC299781
0.6735	Remote Similarity	NPC42503
0.6727	Remote Similarity	NPC174485
0.6667	Remote Similarity	NPC230789
0.6667	Remote Similarity	NPC252918
0.66	Remote Similarity	NPC323574
0.6545	Remote Similarity	NPC476209
0.6531	Remote Similarity	NPC247546
0.6531	Remote Similarity	NPC112363
0.6531	Remote Similarity	NPC172086
0.6522	Remote Similarity	NPC86191
0.6522	Remote Similarity	NPC213159
0.6522	Remote Similarity	NPC298699
0.6522	Remote Similarity	NPC317182
0.6522	Remote Similarity	NPC134252
0.6522	Remote Similarity	NPC291502
0.6471	Remote Similarity	NPC326533
0.6471	Remote Similarity	NPC124963
0.6471	Remote Similarity	NPC23134
0.6471	Remote Similarity	NPC233726
0.64	Remote Similarity	NPC82512
0.625	Remote Similarity	NPC240994
0.6226	Remote Similarity	NPC242073
0.6226	Remote Similarity	NPC323361
0.6226	Remote Similarity	NPC269166
0.6226	Remote Similarity	NPC58629
0.6226	Remote Similarity	NPC145112
0.6226	Remote Similarity	NPC157514
0.6226	Remote Similarity	NPC317501
0.6226	Remote Similarity	NPC246558
0.6226	Remote Similarity	NPC130683
0.6226	Remote Similarity	NPC314821
0.6226	Remote Similarity	NPC317626
0.6226	Remote Similarity	NPC89145
0.6226	Remote Similarity	NPC67660
0.6226	Remote Similarity	NPC165198
0.6226	Remote Similarity	NPC107914
0.6216	Remote Similarity	NPC213764
0.619	Remote Similarity	NPC227267
0.617	Remote Similarity	NPC320189
0.617	Remote Similarity	NPC228782
0.617	Remote Similarity	NPC259982
0.617	Remote Similarity	NPC313565
0.6154	Remote Similarity	NPC329095
0.6111	Remote Similarity	NPC303727
0.6053	Remote Similarity	NPC560
0.6038	Remote Similarity	NPC277878
0.6038	Remote Similarity	NPC103672
0.6038	Remote Similarity	NPC320043
0.6	Remote Similarity	NPC94897
0.6	Remote Similarity	NPC110884
0.5968	Remote Similarity	NPC179823
0.5968	Remote Similarity	NPC57788
0.5968	Remote Similarity	NPC53879
0.5946	Remote Similarity	NPC199270
0.5946	Remote Similarity	NPC157340
0.5926	Remote Similarity	NPC196612
0.5918	Remote Similarity	NPC62014
0.5893	Remote Similarity	NPC148424
0.5818	Remote Similarity	NPC327257
0.5789	Remote Similarity	NPC219040
0.5789	Remote Similarity	NPC88887
0.5789	Remote Similarity	NPC140389
0.5789	Remote Similarity	NPC220922
0.5789	Remote Similarity	NPC472025
0.5789	Remote Similarity	NPC232554
0.5789	Remote Similarity	NPC275462
0.575	Remote Similarity	NPC159845
0.5714	Remote Similarity	NPC267243
0.5714	Remote Similarity	NPC122962
0.5692	Remote Similarity	NPC321873
0.569	Remote Similarity	NPC290179
0.569	Remote Similarity	NPC34877
0.569	Remote Similarity	NPC317023
0.569	Remote Similarity	NPC322855
0.569	Remote Similarity	NPC320032
0.569	Remote Similarity	NPC170172
0.5641	Remote Similarity	NPC252154
0.5614	Remote Similarity	NPC3547
0.56	Remote Similarity	NPC38891
0.56	Remote Similarity	NPC270088
0.56	Remote Similarity	NPC242655

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC111882 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1312
0.1-0.2	5502
0.2-0.3	1637
0.3-0.4	477
0.4-0.5	124
0.5-0.6	50
0.6-0.7	39
0.7-0.8	12
0.8-0.85	1
0.85-0.9	3
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8996	Phase 3
1.0	High Similarity	NPD8995	Clinical (unspecified phase)
0.9024	High Similarity	NPD9219	Approved
0.9024	High Similarity	NPD9218	Clinical (unspecified phase)
0.8649	High Similarity	NPD9051	Approved
0.8649	High Similarity	NPD9052	Approved
0.8649	High Similarity	NPD9053	Approved
0.8222	Intermediate Similarity	NPD9061	Clinical (unspecified phase)
0.7838	Intermediate Similarity	NPD8814	Phase 3
0.7273	Intermediate Similarity	NPD8957	Approved
0.7273	Intermediate Similarity	NPD8958	Phase 2
0.7174	Intermediate Similarity	NPD8999	Phase 3
0.7174	Intermediate Similarity	NPD8997	Approved
0.7174	Intermediate Similarity	NPD8998	Phase 2
0.7174	Intermediate Similarity	NPD8993	Phase 1
0.7174	Intermediate Similarity	NPD8994	Approved
0.7174	Intermediate Similarity	NPD9000	Phase 3
0.7111	Intermediate Similarity	NPD9006	Approved
0.7027	Intermediate Similarity	NPD8988	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD8549	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD8965	Approved
0.6875	Remote Similarity	NPD9065	Phase 3
0.6875	Remote Similarity	NPD8966	Approved
0.6744	Remote Similarity	NPD8976	Approved
0.6744	Remote Similarity	NPD8977	Phase 3
0.6531	Remote Similarity	NPD9005	Phase 3
0.6531	Remote Similarity	NPD9139	Approved
0.6531	Remote Similarity	NPD9003	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD9004	Approved
0.6522	Remote Similarity	NPD8788	Approved
0.6471	Remote Similarity	NPD8991	Phase 1
0.6471	Remote Similarity	NPD905	Approved
0.6471	Remote Similarity	NPD904	Phase 3
0.6226	Remote Similarity	NPD889	Approved
0.6226	Remote Similarity	NPD9036	Phase 3
0.6226	Remote Similarity	NPD895	Approved
0.6226	Remote Similarity	NPD890	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD887	Approved
0.6226	Remote Similarity	NPD891	Phase 3
0.6226	Remote Similarity	NPD893	Approved
0.6226	Remote Similarity	NPD9035	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD892	Phase 3
0.6226	Remote Similarity	NPD888	Phase 3
0.6226	Remote Similarity	NPD894	Approved
0.6154	Remote Similarity	NPD9001	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD9002	Approved
0.6038	Remote Similarity	NPD9010	Approved
0.6038	Remote Similarity	NPD9049	Discontinued
0.6038	Remote Similarity	NPD72	Approved
0.6038	Remote Similarity	NPD8960	Approved
0.6038	Remote Similarity	NPD66	Approved
0.6038	Remote Similarity	NPD9011	Approved
0.6038	Remote Similarity	NPD9009	Approved
0.6038	Remote Similarity	NPD64	Approved
0.6038	Remote Similarity	NPD2269	Approved
0.6038	Remote Similarity	NPD65	Approved
0.6038	Remote Similarity	NPD9008	Approved
0.6038	Remote Similarity	NPD9050	Approved
0.6038	Remote Similarity	NPD9007	Approved
0.5946	Remote Similarity	NPD8226	Approved
0.5789	Remote Similarity	NPD8959	Approved
0.5769	Remote Similarity	NPD8964	Approved
0.5738	Remote Similarity	NPD371	Approved
0.5692	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD2267	Suspended
0.5614	Remote Similarity	NPD73	Approved

Structure

External Identifiers

PubChem CID	441437
ChEMBL	CHEMBL1950778
ZINC

Physicochemical Properties

Molecular Weight:	164.07
ALogP:	-2.8415
MLogP:	1.57
XLogP:	-1.286
# Rotatable Bonds:	5
Polar Surface Area:	101.15
# H-Bond Aceptor:	5
# H-Bond Donor:	5
# Rings:	1
# Heavy Atoms:	11

Download Data

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Structure MOL file
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Biological Activities
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