NPASS Natural Product

Natural Product: NPC165155

Natural Product ID:	NPC165155
Common Name:	(-)-(7R,7'r,8S,8's)-4'-Hydroxy-3,3',4,5,5'-Pentamethoxy-7,9':7',9-Diepoxylignane
IUPAC Name:	4-[(3R,3aS,6R,6aS)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol
Synonyms:
Molecular Formula:	C23H28O8
Standard InCHIKey:	AJMQKDTUOKAQNT-SDVFQCAASA-N
Standard InCHI:	InChI=1S/C23H28O8/c1-25-16-6-12(7-17(26-2)20(16)24)21-14-10-31-22(15(14)11-30-21)13-8-18(27-3)23(29-5)19(9-13)28-4/h6-9,14-15,21-22,24H,10-11H2,1-5H3/t14-,15-,21+,22+/m1/s1
Canonical SMILES:	COc1cc(cc(c1OC)OC)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1cc(OC)c(c(c1)OC)O
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
NPO19192	Sinocalamus affinis	Species	NA	NA	skin-removed stems	Pingle Town, Sichuang Province, China	2008-AUG	PMID[21469695]
NPO19192	Sinocalamus affinis	Species	NA	NA	Stems			PMID[21469695]

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Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Inhibition	<	30	%	21469695

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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 NPC165155 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	270
0.1-0.2	1034
0.2-0.3	2430
0.3-0.4	6275
0.4-0.5	7262
0.5-0.6	2579
0.6-0.7	5421
0.7-0.8	4164
0.8-0.85	724
0.85-0.9	558
0.9-0.95	153
0.95-1	19

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Similarity Score	Similarity Level	Natural Product ID
0.8963	High Similarity	NPC256262
0.8963	High Similarity	NPC112246
0.8971	High Similarity	NPC3072
0.8971	High Similarity	NPC46277
0.8971	High Similarity	NPC477938

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 NPC165155 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	250
0.1-0.2	833
0.2-0.3	1618
0.3-0.4	2734
0.4-0.5	1866
0.5-0.6	1080
0.6-0.7	636
0.7-0.8	128
0.8-0.85	11
0.85-0.9	4
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6899	Remote Similarity	NPD52	Approved
0.6901	Remote Similarity	NPD5126	Approved
0.6901	Remote Similarity	NPD6516	Phase 2
0.6901	Remote Similarity	NPD5846	Approved
0.6901	Remote Similarity	NPD5125	Phase 3

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Structure

CID165155 OpenBabel06191715532D 31 34 0 0 1 0 0 0 0 0999 V2000 -2.0763 -4.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2078 -1.1929 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 2.5411 0.5878 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 -1.8672 -2.5495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5717 -0.9672 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0480 0.7435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7600 -0.9791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7627 -1.5550 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 -0.6413 -0.1701 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3533 -0.0655 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7808 -2.9562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4853 -1.3739 0.0000 C 0 0 0 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5898 -2.3684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8492 -1.1482 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5612 0.9126 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5034 -2.7752 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8853 -3.9507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2943 -0.7861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0169 -1.6482 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3048 1.4126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 29 1 0 0 0 0 6 12 2 0 0 0 0 6 16 1 0 0 0 0 7 12 1 0 0 0 0 7 17 2 0 0 0 0 8 13 2 0 0 0 0 8 18 1 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 31 1 0 0 0 0 11 30 1 0 0 0 0 14 10 1 6 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 11 1 6 0 0 0 15 22 1 0 0 0 0 16 20 2 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 17 26 1 0 0 0 0 18 23 2 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 19 28 1 0 0 0 0 20 24 1 0 0 0 0 21 12 1 1 0 0 0 21 30 1 0 0 0 0 22 13 1 1 0 0 0 22 31 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	53356312
ChEMBL	CHEMBL1797774
ZINC

Physicochemical Properties

Molecular Weight:	432.18
ALogP:	-1.7173
MLogP:	3.11
XLogP:	1.315
# Rotatable Bonds:	13
Polar Surface Area:	84.84
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	31

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