NPASS Natural Product

Natural Product: NPC124085

Natural Product ID:	NPC124085
Common Name:	Erythrabyssin I
IUPAC Name:	(6aS,11aS)-9-methoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,6a-diol
Synonyms:	Cristacarpin; Crystacarpin; Erythrabyssin I
Molecular Formula:	C21H22O5
Standard InCHIKey:	ZHPYEBFYLDGZKF-LEWJYISDSA-N
Standard InCHI:	InChI=1S/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3/t20-,21+/m0/s1
Canonical SMILES:	COc1ccc2c(c1CC=C(C)C)O[C@@H]1[C@@]2(O)COc2c1ccc(c2)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO12590	Erythrina poeppigiana	Species	Fabaceae	Eukaryota	PMID[19705860]
NPO4371	Rissoella verruculosa	Species	Rissoellaceae	Eukaryota	UNPD*
NPO5332	Smallanthus fruticosus	Species	Asteraceae	Eukaryota	UNPD*
NPO6005	Osmundaria fimbriata	Species	Rhodomelaceae	Eukaryota	UNPD*

Showing 1 to 4 of 4 entries

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Biological Activity

Activity Type	# Activity
IC50	5
Ki	1
MIC	8
Others	7

Activity Type	# Activity
Cell Line	3
Individual Protein	5
Organism	12
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1161	Cell Line	CHO	Cricetulus griseus	IC50	>	20000	nM	8277323
NPT1161	Cell Line	CHO	Cricetulus griseus	IC50	=	4000	nM	8277323
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	12.5	ug/ml	8254349
NPT168	Cell Line	P388	Mus musculus	IC50	>	10000	nM	8277323
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		Ratio IC50	=	2.2		19705860
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	=	80	ug/ml	8277323
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	=	540	ug/ml	8277323
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	=	108	ug/ml	8277323

Showing 1 to 10 of 21 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 NPC124085 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	249
0.1-0.2	1059
0.2-0.3	2150
0.3-0.4	5802
0.4-0.5	7670
0.5-0.6	2446
0.6-0.7	4595
0.7-0.8	5285
0.8-0.85	1186
0.85-0.9	317
0.9-0.95	92
0.95-1	38

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Similarity Score	Similarity Level	Natural Product ID
0.8819	High Similarity	NPC93398
0.8819	High Similarity	NPC160196
0.8819	High Similarity	NPC258979
0.8824	High Similarity	NPC54743
0.8824	High Similarity	NPC29799

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 NPC124085 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	247
0.1-0.2	829
0.2-0.3	1364
0.3-0.4	2611
0.4-0.5	2047
0.5-0.6	1097
0.6-0.7	729
0.7-0.8	212
0.8-0.85	16
0.85-0.9	8
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7059	Intermediate Similarity	NPD4577	Approved
0.7063	Intermediate Similarity	NPD1465	Phase 2
0.7063	Intermediate Similarity	NPD3225	Approved
0.7071	Intermediate Similarity	NPD4626	Approved
0.7075	Intermediate Similarity	NPD4062	Phase 3

Showing 1 to 5 of 200 entries

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Structure

CID124085 OpenBabel06191715482D 26 29 0 0 1 0 0 0 0 0999 V2000 0.8934 -2.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4323 -3.4356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3373 0.1009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2566 -1.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5284 -1.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6850 -0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6859 -0.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6856 1.9457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5278 1.4592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3704 0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6853 1.9464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8608 -2.6486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3707 -0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6857 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5276 0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 0.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8424 0.4862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8427 0.4866 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8426 1.4598 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2546 -1.4819 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8424 2.4598 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3699 -0.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5277 1.4602 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 12 1 0 0 0 0 2 12 1 0 0 0 0 3 24 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 21 1 0 0 0 0 11 25 1 0 0 0 0 13 22 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 21 1 1 0 0 0 20 26 1 0 0 0 0 21 23 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	126540
ChEMBL	CHEMBL454849
ZINC

Physicochemical Properties

Molecular Weight:	354.15
ALogP:	0.2731
MLogP:	3.22
XLogP:	2.874
# Rotatable Bonds:	8
Polar Surface Area:	68.15
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	26

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