NPASS Natural Product

Natural Product: NPC47982

Natural Product ID:	NPC47982
Common Name:	7Beta-Hydroxycholesterol
IUPAC Name:	(3S,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
Synonyms:	7Beta-Hydroxycholesterol
Molecular Formula:	C27H46O2
Standard InCHIKey:	OYXZMSRRJOYLLO-KGZHIOMZSA-N
Standard InCHI:	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
Canonical SMILES:	CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C=C2[C@]1(C)CC[C@@H](C2)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	Isolation Part	Collection Location	Collection Time	Reference
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	cerebrospinal fluid			PMID[15576852]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood			PMID[12531208]

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Biological Activity

Activity Type	# Activity
EC50	2
IC50	23
Ki	2
LD50	3
Others	4

Activity Type	# Activity
Cell Line	22
Individual Protein	3
Others	9

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT103	Individual Protein	Nuclear receptor ROR-gamma	Homo sapiens	Ki	=	10	nM	10.1039/C3MD00005B
NPT1160	Cell Line	BJ	Homo sapiens	IC50	=	20100	nM	19473028
NPT1160	Cell Line	BJ	Homo sapiens	IC50	=	20000	nM	20931970
NPT1160	Cell Line	BJ	Homo sapiens	IC50	=	20100	nM	21797280
NPT1358	Cell Line	LAMA-84	Homo sapiens	IC50	=	4800	nM	19473028
NPT1358	Cell Line	LAMA-84	Homo sapiens	IC50	=	4300	nM	20931970
NPT1358	Cell Line	LAMA-84	Homo sapiens	IC50	=	4300	nM	21797280
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	6400	nM	19473028
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	6900	nM	20931970
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	7200	nM	20931970

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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 NPC47982 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	92
0.1-0.2	847
0.2-0.3	3209
0.3-0.4	10145
0.4-0.5	7201
0.5-0.6	4343
0.6-0.7	3329
0.7-0.8	1272
0.8-0.85	259
0.85-0.9	103
0.9-0.95	64
0.95-1	25

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Similarity Score	Similarity Level	Natural Product ID
0.8462	Intermediate Similarity	NPC257191
0.8462	Intermediate Similarity	NPC248830
0.8462	Intermediate Similarity	NPC212241
0.8462	Intermediate Similarity	NPC119355
0.8481	Intermediate Similarity	NPC472463

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 NPC47982 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	126
0.1-0.2	1201
0.2-0.3	3922
0.3-0.4	2584
0.4-0.5	819
0.5-0.6	204
0.6-0.7	210
0.7-0.8	64
0.8-0.85	23
0.85-0.9	5
0.9-0.95	3
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6429	Remote Similarity	NPD4244	Approved
0.6429	Remote Similarity	NPD4691	Approved
0.6429	Remote Similarity	NPD4789	Approved
0.6437	Remote Similarity	NPD6117	Approved
0.6442	Remote Similarity	NPD6412	Phase 2

Showing 1 to 5 of 200 entries

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Structure

CID47982 OpenBabel06191715382D 29 32 0 0 1 0 0 0 0 0999 V2000 -2.6628 6.2923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 5.4490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2020 3.7639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6873 1.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8445 2.4703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1487 3.7634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6623 4.6065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6618 2.9206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5307 1.4602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5304 0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3741 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8434 1.4611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5307 0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 1.9480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5313 -1.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8442 -1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1492 5.4492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6885 2.9209 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6879 -0.9738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3744 -0.9734 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6882 1.9476 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8440 0.4869 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8437 0.4874 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9743 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6876 0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8442 1.4606 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2406 -1.4730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8656 -1.4746 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 18 3 1 1 0 0 0 18 21 1 0 0 0 0 19 26 1 0 0 0 0 20 28 1 6 0 0 0 21 27 1 6 0 0 0 22 25 1 0 0 0 0 22 27 1 6 0 0 0 23 25 1 0 0 0 0 23 26 1 6 0 0 0 24 25 1 0 0 0 0 24 29 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	473141
ChEMBL	CHEMBL497834
ZINC

Physicochemical Properties

Molecular Weight:	402.35
ALogP:	0.9817
MLogP:	4.21
XLogP:	8.699
# Rotatable Bonds:	12
Polar Surface Area:	40.46
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	29

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