Details of the Drug

General Information of Drug (ID: DMZWTY7)

Drug Name

Phorbol 12,13-butyrate

Synonyms

Phorbol 12,13-dibutyrate; PDBU; Phorbol dibutyrate; 37558-16-0; Phorbol 12,13-dibutanoate; UNII-67MX82CL58; Phorbol-12,13-dibutyrate; NSC 622507; CHEBI:17598; 67MX82CL58; (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulene-9,9a-diyl dibutanoate; Butanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa[3,4]be

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

504.6

Logarithm of the Partition Coefficient (xlogp)

2

Rotatable Bond Count (rotbonds)

9

Hydrogen Bond Donor Count (hbonddonor)

3

Hydrogen Bond Acceptor Count (hbondacc)

8

Chemical Identifiers

Formula: C28H40O8
IUPAC Name: [(1S,2S,6R,10S,11R,13S,14R,15R)-13-butanoyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] butanoate
Canonical SMILES: CCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@H]4[C@@]1(C4(C)C)OC(=O)CCC)O)C
InChI: InChI=1S/C28H40O8/c1-7-9-20(30)35-24-16(4)27(34)18(22-25(5,6)28(22,24)36-21(31)10-8-2)12-17(14-29)13-26(33)19(27)11-15(3)23(26)32/h11-12,16,18-19,22,24,29,33-34H,7-10,13-14H2,1-6H3/t16-,18+,19-,22-,24-,26-,27-,28-/m1/s1
InChIKey: BQJRUJTZSGYBEZ-YVQNUNKESA-N

Cross-matching ID

PubChem CID: 37783
ChEBI ID: CHEBI:17598
CAS Number: 37558-16-0
TTD ID: D02KPV

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Protein kinase C delta (PRKCD)	TT9WJ8U	KPCD_HUMAN	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Amyloid-beta precursor protein (APP)	OTKFD7R4	A4_HUMAN	Protein Interaction/Cellular Processes	[2]
Beta-secretase 1 (BACE1)	OTCA7B6A	BACE1_HUMAN	Protein Interaction/Cellular Processes	[2]
Cyclin-dependent kinase inhibitor 1 (CDKN1A)	OTQWHCZE	CDN1A_HUMAN	Gene/Protein Processing	[3]
Disintegrin and metalloproteinase domain-containing protein 10 (ADAM10)	OTOKUXUH	ADA10_HUMAN	Gene/Protein Processing	[2]
Disintegrin and metalloproteinase domain-containing protein 9 (ADAM9)	OT70Z4II	ADAM9_HUMAN	Gene/Protein Processing	[2]
Interleukin-12 subunit alpha (IL12A)	OTDQT8GI	IL12A_HUMAN	Gene/Protein Processing	[4]
Interleukin-12 subunit beta (IL12B)	OT0JF8A3	IL12B_HUMAN	Gene/Protein Processing	[4]
Interleukin-23 subunit alpha (IL23A)	OTYO99HC	IL23A_HUMAN	Gene/Protein Processing	[4]
Organic anion transporter 7 (SLC22A9)	OTO4BJCC	S22A9_HUMAN	Gene/Protein Processing	[5]
Presenilin-1 (PSEN1)	OTKL39RT	PSN1_HUMAN	Gene/Protein Processing	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Discovery agent

ICD Disease Classification

N.A.

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Protein kinase C delta (PRKCD)	DTT	PRKCD	1.25E-22	0.59	0.82

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	Conformationally constrained analogues of diacylglycerol (DAG). 28. DAG-dioxolanones reveal a new additional interaction site in the C1b domain of ... J Med Chem. 2007 Jul 26;50(15):3465-81.
2	Regulation of secretases by all-trans-retinoic acid. FEBS J. 2009 May;276(9):2645-55. doi: 10.1111/j.1742-4658.2009.06992.x. Epub 2009 Mar 25.
3	Abrogation of p21 expression by flavopiridol enhances depsipeptide-mediated apoptosis in malignant pleural mesothelioma cells. Clin Cancer Res. 2004 Mar 1;10(5):1813-25. doi: 10.1158/1078-0432.ccr-0901-3.
4	Expression and regulation of interleukin-23 subunits in human peripheral blood mononuclear cells and hematopoietic cell lines in response to various inducers. Cell Biol Int. 2004;28(10):689-97. doi: 10.1016/j.cellbi.2004.07.002.
5	Regulation of human organic anion transporter 4 by progesterone and protein kinase C in human placental BeWo cells. Am J Physiol Endocrinol Metab. 2007 Jul;293(1):E57-61. doi: 10.1152/ajpendo.00696.2006. Epub 2007 Mar 6.