NPASS Natural Product

Natural Product: NPC88958

Natural Product ID:	NPC88958
Common Name:	Isotanshinone Iib
IUPAC Name:	4-(hydroxymethyl)-4,8-dimethyl-2,3-dihydro-1H-naphtho[2,1-f][1]benzofuran-7,11-dione
Synonyms:	Isotanshinone Iib
Molecular Formula:	C19H18O4
Standard InCHIKey:	VIDDDTBBUDIKKK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H18O4/c1-10-8-23-18-14(10)16(21)12-5-6-13-11(15(12)17(18)22)4-3-7-19(13,2)9-20/h5-6,8,20H,3-4,7,9H2,1-2H3
Canonical SMILES:	OCC1(C)CCCc2c1ccc1c2C(=O)c2c(C1=O)c(co2)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	Reference
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota		TCM_Taiwan*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	Root	PMID[3655791]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota		TM-MC*

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Biological Activity

Activity Type	# Activity
Others	3

Activity Type	# Activity
Others	3

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Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Inhibition	=	40	%	3655791
NPT2	Others	Unspecified	Inhibition	=	81	%	3655791
NPT2	Others	Unspecified	Inhibition	=	4	%	3655791

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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 NPC88958 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	262
0.1-0.2	1275
0.2-0.3	2028
0.3-0.4	5025
0.4-0.5	7974
0.5-0.6	5221
0.6-0.7	5474
0.7-0.8	3492
0.8-0.85	98
0.85-0.9	28
0.9-0.95	10
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.7898	Intermediate Similarity	NPC267632
0.7898	Intermediate Similarity	NPC329493
0.7901	Intermediate Similarity	NPC175617
0.7901	Intermediate Similarity	NPC156244
0.7901	Intermediate Similarity	NPC470569

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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 NPC88958 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	276
0.1-0.2	966
0.2-0.3	1289
0.3-0.4	2478
0.4-0.5	2343
0.5-0.6	1265
0.6-0.7	455
0.7-0.8	87
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6667	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD9092	Discovery
0.6667	Remote Similarity	NPD3057	Approved
0.6667	Remote Similarity	NPD7961	Discontinued
0.6683	Remote Similarity	NPD7874	Approved

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Structure

CID88958 OpenBabel06191715422D 23 26 0 0 1 0 0 0 0 0999 V2000 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2812 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7812 0.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -0.1910 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.7812 0.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.1910 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 10 1 0 0 0 0 2 19 1 0 0 0 0 3 4 1 0 0 0 0 3 7 1 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 19 1 0 0 0 0 8 10 2 0 0 0 0 8 23 1 0 0 0 0 9 19 1 0 0 0 0 9 20 1 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 18 2 0 0 0 0 15 17 1 0 0 0 0 16 21 2 0 0 0 0 17 18 1 0 0 0 0 17 22 2 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	184102
ChEMBL	CHEMBL509426
ZINC

Physicochemical Properties

Molecular Weight:	310.12
ALogP:	-0.3794
MLogP:	3.11
XLogP:	2.745
# Rotatable Bonds:	4
Polar Surface Area:	67.51
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	23

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