NPASS Natural Product

Natural Product: NPC30515

Natural Product ID:	NPC30515
Common Name:	Crassolide A
IUPAC Name:	[(3aR,5S,6R,9E,13E,15S,15aR)-5,6-dihydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-4,5,7,8,11,12,15,15a-octahydro-3aH-cyclotetradeca[b]furan-15-yl] acetate
Synonyms:
Molecular Formula:	C22H32O6
Standard InCHIKey:	LOBTUTHTMBAWQV-RCJCYISHSA-N
Standard InCHI:	InChI=1S/C22H32O6/c1-13-8-6-10-14(2)19(27-16(4)23)20-17(15(3)21(25)28-20)12-18(24)22(5,26)11-7-9-13/h9-10,17-20,24,26H,3,6-8,11-12H2,1-2,4-5H3/b13-9+,14-10+/t17-,18+,19+,20-,22-/m1/s1
Canonical SMILES:	CC(=O)O[C@H]1/C(=C/CC/C(=C/CC[C@@]([C@H](C[C@H]2[C@H]1OC(=O)C2=C)O)(C)O)/C)/C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10443	Sloanea zuliaensis	Species	Elaeocarpaceae	Eukaryota	UNPD*
NPO10877	Humboldtia laurifolia	Species	Fabaceae	Eukaryota	UNPD*
NPO11365	Lecidea lithophila	Species	Lecideaceae	Eukaryota	UNPD*
NPO11762	Agrimonia eupatoria	Species	Rosaceae	Eukaryota	UNPD*
NPO12217	Buccinum undatum	Species	Buccinidae	Eukaryota	UNPD*
NPO12451	Dermocybe cinnabarina	Species	Cortinariaceae	Eukaryota	UNPD*
NPO12764	Tillandsia fragrans	Species	Bromeliaceae	Eukaryota	UNPD*
NPO13036	Culicinomyces clavisporus	Species	Clavicipitaceae	Eukaryota	UNPD*
NPO13264	Alstonia lanceolifera	Species	Apocynaceae	Eukaryota	UNPD*
NPO13417	Campanula medium	Species	Campanulaceae	Eukaryota	UNPD*

Showing 1 to 10 of 49 entries

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Biological Activity

Activity Type	# Activity
IC50	4

Activity Type	# Activity
Cell Line	3
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	3.1	ug/ml	17125220
NPT81	Cell Line	A549	Homo sapiens	IC50	=	11.9	ug/ml	17125220
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	8.6	ug/ml	17125220
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	8.9	ug/ml	17125220

Showing 1 to 4 of 4 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 NPC30515 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	122
0.1-0.2	746
0.2-0.3	2532
0.3-0.4	4845
0.4-0.5	10655
0.5-0.6	5732
0.6-0.7	4421
0.7-0.8	1412
0.8-0.85	308
0.85-0.9	87
0.9-0.95	14
0.95-1	15

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Similarity Score	Similarity Level	Natural Product ID
0.8351	Intermediate Similarity	NPC133907
0.8351	Intermediate Similarity	NPC164598
0.8351	Intermediate Similarity	NPC474339
0.8351	Intermediate Similarity	NPC46998
0.8351	Intermediate Similarity	NPC201718

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 NPC30515 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	140
0.1-0.2	1302
0.2-0.3	3416
0.3-0.4	2701
0.4-0.5	1020
0.5-0.6	386
0.6-0.7	164
0.7-0.8	27
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.595	Remote Similarity	NPD6335	Approved
0.5954	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.598	Remote Similarity	NPD4786	Approved
0.5982	Remote Similarity	NPD5211	Phase 2
0.6	Remote Similarity	NPD5696	Approved

Showing 1 to 5 of 200 entries

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Structure

CID30515 OpenBabel06191715362D 28 29 0 0 1 0 0 0 0 0999 V2000 6.0165 0.9914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9613 -1.7733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6655 2.4112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1333 -0.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9159 4.2736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1101 -0.5687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3639 2.8182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7676 0.1399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9084 2.0195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2102 -0.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5267 3.3015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0054 2.3120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0525 1.0636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2463 -0.8496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2331 1.5466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8483 -1.5684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7205 1.3883 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6629 3.0206 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4091 -0.3663 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8646 0.4324 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6784 0.6886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5628 3.3738 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5058 -2.2770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1184 3.8193 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6343 0.5446 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9601 4.1295 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0941 -1.7835 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 13 1 0 0 0 0 2 14 1 0 0 0 0 3 15 2 0 0 0 0 4 16 1 0 0 0 0 6 8 1 0 0 0 0 6 10 1 0 0 0 0 7 9 1 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 13 2 0 0 0 0 10 14 2 0 0 0 0 11 22 1 0 0 0 0 12 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 23 2 0 0 0 0 16 27 1 0 0 0 0 17 12 1 1 0 0 0 17 20 1 0 0 0 0 18 22 1 6 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 6 0 0 0 20 28 1 6 0 0 0 21 25 2 0 0 0 0 21 28 1 0 0 0 0 22 5 1 1 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11995173
ChEMBL	CHEMBL462803
ZINC

Physicochemical Properties

Molecular Weight:	392.22
ALogP:	2.0295
MLogP:	3.22
XLogP:	2.814
# Rotatable Bonds:	8
Polar Surface Area:	93.06
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	28

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