NPASS Natural Product

Natural Product: NPC258630

Natural Product ID:	NPC258630
Common Name:	Abyssinone V
IUPAC Name:	(2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one
Synonyms:	Abyssinone III
Molecular Formula:	C25H28O5
Standard InCHIKey:	LQHKFMYWTKORCE-QFIPXVFZSA-N
Standard InCHI:	InChI=1S/C25H28O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-12,22,26-27,29H,7-8,13H2,1-4H3/t22-/m0/s1
Canonical SMILES:	CC(=CCc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO22444	Ceramium boydenii	Species	Ceramiaceae	Eukaryota				UNPD*
NPO27459	Balanophora tobiracola	Species	Balanophoraceae	Eukaryota				UNPD*
NPO27739	Erythrina mildbraedii	Species	Fabaceae	Eukaryota	root bark	Buea, Southwest Province, Cameroon	1997-JUL	PMID[17125223]
NPO27807	Calotropis procera	Species	Apocynaceae	Eukaryota				UNPD*
NPO8526	Erythrina abyssinica	Species	Fabaceae	Eukaryota				TCM_Taiwan*
NPO8526	Erythrina abyssinica	Species	Fabaceae	Eukaryota				HerDing*
NPO8526	Erythrina abyssinica	Species	Fabaceae	Eukaryota				TCMID*

Showing 1 to 7 of 7 entries

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Biological Activity

Activity Type	# Activity
IC50	5
MIC	9
Others	2

Activity Type	# Activity
Individual Protein	3
Organism	10
Others	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	50	ug/ml	8254349
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	IC50	=	39700	nM	17125223
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	IC50	=	22600	nM	21571537
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	100	ug/ml	8254349
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100	ug/ml	8254349
NPT2	Others	Unspecified		IC50	=	5000	nM	18302333
NPT2	Others	Unspecified		CC50	=	17000	nM	21116437
NPT2	Others	Unspecified		FC	=	2		21116437
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	>	100	ug/ml	8254349
NPT545	Individual Protein	Phospholipase A2 group 1B	Homo sapiens	IC50	=	6000	nM	10.1021/np960533e

Showing 1 to 10 of 16 entries

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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 NPC258630 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	243
0.1-0.2	1118
0.2-0.3	2151
0.3-0.4	5459
0.4-0.5	7962
0.5-0.6	2579
0.6-0.7	4037
0.7-0.8	3850
0.8-0.85	1591
0.85-0.9	1139
0.9-0.95	579
0.95-1	181

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Similarity Score	Similarity Level	Natural Product ID
0.9485	High Similarity	NPC156910
0.9489	High Similarity	NPC472460
0.9489	High Similarity	NPC147686
0.9489	High Similarity	NPC329225
0.9489	High Similarity	NPC118813

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC258630 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	252
0.1-0.2	890
0.2-0.3	1438
0.3-0.4	2348
0.4-0.5	2168
0.5-0.6	1264
0.6-0.7	557
0.7-0.8	174
0.8-0.85	45
0.85-0.9	14
0.9-0.95	9
0.95-1	2

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7161	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD6002	Phase 3
0.7161	Intermediate Similarity	NPD6005	Phase 3
0.7161	Intermediate Similarity	NPD6004	Phase 3
0.7161	Intermediate Similarity	NPD6006	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID258630 OpenBabel06191716062D 30 32 0 0 1 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 16 1 0 0 0 0 9 18 2 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 11 20 1 0 0 0 0 12 19 1 0 0 0 0 12 23 2 0 0 0 0 13 21 1 0 0 0 0 13 22 1 0 0 0 0 16 25 2 0 0 0 0 17 25 1 0 0 0 0 19 26 1 0 0 0 0 20 24 2 0 0 0 0 20 27 1 0 0 0 0 21 24 1 0 0 0 0 21 28 2 0 0 0 0 22 18 1 6 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 30 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	442153
ChEMBL	CHEMBL255890
ZINC

Physicochemical Properties

Molecular Weight:	408.19
ALogP:	1.9404
MLogP:	3.66
XLogP:	3.837
# Rotatable Bonds:	12
Polar Surface Area:	86.99
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	30

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