Compound ID	CDAMM00503
Common name	Farnesyl pyrophosphate
IUPAC name	phosphono 3,7,11-trimethyldodeca-2,6,10-trienyl hydrogen phosphate
Molecular formula	C₁₅H₂₈O₇P₂

Experimental data

Retention time	10.33
Adduct	[M+H]+
Actual mz	383.14
Theoretical mz	383.138
Error	5.02
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.2589

Identifiers and class information

Inchi key	VWFJDQUYCIWHTN-YFVJMOTDSA-N
Smiles	O=P(O)(O)OP(=O)(O)OCC=C(C)CCC=C(C)CCC=C(C)C
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Piper longum L.

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

Curcuma longa L.

Curcuma oligantha Trimen

External sources

HMDB ID	HMDB0000961
KNApSAcK ID	C00000907
FooDB ID	FDB022339
DrugBank ID	DB07780
ChEBI ID	CHEBI:17407
Pubchem Compound ID	706
PlantCyc ID	FARNESYL-PP
UNPD ID	UNPD107456
Coconut ID	CNP0238987
LipidMAPS ID	LMPR0103010002
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	3
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	14
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	382.33
Computed dipole moment(dipole)	7.644
Total solvent accessible surface area (SASA)	722.234
Hydrophobic component of SASA (FOSA)	458.428
Hydrophilic component of SASA (FISA)	231.702
Pie component of the SASA (PISA)	24.526
Weakly polar component of the SASA (WPSA)	7.579
Total solvent accesible volume (volume)	1259.57
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	7
Free energy of solvation of dipole (dip^2/V)	0.0463943
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.780973
Predicted polarizability in cubic angstroms (QPpolrz)	35.499
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.872
Predicted octanol/gas partition coefficient (QPlogPoct)	15.723
Predicted water/gas partition coefficient (QPlogPw)	7.009
Predicted octanol/water partition coefficient (QPlogPo/w)	4.105
Predicted aqueous solubility (QPlogS)	-3.992
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.945
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	0.229
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1.022
Predicted brain/blood partition coefficient (QPlogBB)	-2.794
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.656
Predicted skin permeability, log Kp (QPlogKp)	-4.359
PM3 calculated ionization potential (IP(ev))	9.168
PM3 calculated electron affinity (EA(eV))	0.045
Number of likely metabolic reactions (#metab)	9
Prediction of binding to human serum albumin (QPlogKhsa)	-0.676
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	51.148
Solvent-accessible surface area of fluorine atoms (SAFluorine)	0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)	0
Van der Waals surface area (PSA)	122.493
Number of nitrogen and oxygen atoms (#NandO)	7
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
Number of violations of Jorgensenâ€™s rule of three (RuleOfThree)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P48449	LSS	Lanosterol synthase	T56175	SEA
P15121	AKR1B1	Aldose reductase	T26623	SwissTargetPrediction
O14842	FFAR1	Free fatty acid receptor 1	T25608	SwissTargetPrediction
Q14534	SQLE	Squalene monooxygenase (by homology)	T93344	SEA
Q16539	MAPK14	MAP kinase p38 alpha	T65864	SwissTargetPrediction
P49356	FNTB	Farnesyl protein transferase	T13127	SwissTargetPrediction and SEA
P41279	MAP3K8	Mitogen-activated protein kinase kinase kinase 8	T00852	SwissTargetPrediction
P25025	CXCR2	Interleukin-8 receptor B	T56923	SwissTargetPrediction
P53609	PGGT1B	Geranylgeranyl transferase type I	T76396	SwissTargetPrediction and SEA
Q13526	PIN1	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	T16308	SwissTargetPrediction
P49356	FNTB	Farnesyl protein transferase	T13127	SEA
O95749	GGPS1	Geranyltranstransferase	T86528	SEA
P53602	MVD	Diphosphomevalonate decarboxylase	T96862	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T56175	DI0035	Arterial occlusive disease	[ICD-11: BD40]	P48449	LSS
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T25608	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	O14842	FFAR1
T93344	DI0118	Dermatophytosis	[ICD-11: 1F28]	Q14534	SQLE
T93344	DI0385	Skin fungal infection disorder	[ICD-11: EA60]	Q14534	SQLE
T65864	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	Q16539	MAPK14
T65864	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	Q16539	MAPK14
T65864	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q16539	MAPK14
T65864	DI0437	Vitamin deficiency	[ICD-11: 5B55-5B5F]	Q16539	MAPK14
T13127	DI0342	Premature ageing appearance	[ICD-11: LD2B]	P49356	FNTB
T00852	DI0207	Indeterminate colitis	[ICD-11: DD72]	P41279	MAP3K8
T56923	DI0155	Fungal infection	[ICD-11: 1F29-1F2F]	P25025	CXCR2
T56923	DI0324	Pain	[ICD-11: MG30-MG3Z]	P25025	CXCR2
T76396	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	P53609	PGGT1B
T16308	DI0238	Lung cancer	[ICD-11: 2C25]	Q13526	PIN1
T13127	DI0342	Premature ageing appearance	[ICD-11: LD2B]	P49356	FNTB
T86528	DI0057	Bone paget disease	[ICD-11: FB85]	O95749	GGPS1
T86528	DI0237	Low bone mass disorder	[ICD-11: FB83]	O95749	GGPS1
T86528	DI0267	Mineral excesses	[ICD-11: 5B91]	O95749	GGPS1
T86528	DI0281	Musculoskeletal disorder	[ICD-11: FA00-FC0Z]	O95749	GGPS1