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Kobophenol A

Family: Plantae - Arecaceae
Kingdom: Plantae
Class: Stilbenoid

Canonical Smiles	Oc1ccc(cc1)[C@H]1Oc2c([C@@H]1c1cc(O)cc3c1[C@@H](c1cc(O)cc(c1)O)[C@@H](O3)c1ccc(cc1)O)c(cc(c2)O)[C@H]1[C@H](O[C@@H]([C@H]1c1cc(O)cc(c1)O)c1ccc(cc1)O)c1ccc(cc1)O
InChI	InChI=1S/C56H44O13/c57-33-9-1-27(2-10-33)53-47(31-17-37(61)21-38(62)18-31)49-43(23-41(65)25-45(49)67-53)52-50-44(24-42(66)26-46(50)68-55(52)29-5-13-35(59)14-6-29)51-48(32-19-39(63)22-40(64)20-32)54(28-3-11-34(58)12-4-28)69-56(51)30-7-15-36(60)16-8-30/h1-26,47-48,51-66H/t47-,48+,51-,52+,53+,54-,55-,56-/m1/s1
InChIKey	RAUCCLKIJHMTND-LUPMIFTGSA-N
Formula	C₅₆H₄₄O₁₃
HBA	13
HBD	10
MW	924.96
Rotatable Bonds	8
TPSA	229.99
LogP	10.65
Number Rings	11
Number Aromatic Rings	8
Heavy Atom Count	69
Formal Charge	0
Fraction CSP3	0.14
Exact Mass	924.28
Number of Lipinski Rule Violations	4

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Syagrus romanzoffiana	Arecaceae	Plantae	290277

Showing of synonyms

El-Hawary S.S, Fathy F.I, et al. (2021). Anticholinesterase activity and metabolite profiling of Syagrus romanzoffiana (Cham.) Glassman leaves and fruits via UPLC–QTOF–PDA–MS. Natural product research, 2021, 35(10), 1671-1675. [View] [PubMed]

Pubchem: 484758

Cas: 124027-58-3

Zinc: ZINC000150355298

Nmrshiftdb2: 60060763

Chembl: CHEMBL4176064

Comptox: DTXSID00333128

CPRiL: 68317

SMILES: c1ccccc1C2OC(c3ccccc3)C(c4ccccc4)C2c5cccc(c56)OC(c7ccccc7)C6c8cccc(c89)OC(c1ccccc1)C9c1ccccc1

Level: 8

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(c3ccccc3)C2c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OC(c9ccccc9)C8c1ccccc1

Level: 7

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(C2c3ccccc3)c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OC(c9ccccc9)C8c1ccccc1

Level: 7

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OC(c3ccccc3)C(c4ccccc4)C2c5cccc(c56)OC(c7ccccc7)C6c8cccc(c89)OCC9c1ccccc1

Level: 7

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OC(c3ccccc3)C(c4ccccc4)C2c5cccc(c56)OC(c7ccccc7)C6c8cccc(c89)OC(C9)c1ccccc1

Level: 7

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7C(c8ccccc8)C(c9ccccc9)OC7c1ccccc1

Level: 7

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)OC(c3ccccc3)C2c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OC(c9ccccc9)C8c1ccccc1

Level: 7

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(c3ccccc3)C2c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OCC8c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(c3ccccc3)C2c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OC(C8)c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(C2c3ccccc3)c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OCC8c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(C2c3ccccc3)c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OC(C8)c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OC(c3ccccc3)C(c4ccccc4)C2c5cccc(c56)OCC6c7cccc(c78)OCC8c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OC(c3ccccc3)C(c4ccccc4)C2c5cccc(c56)OCC6c7cccc(c78)OC(C8)c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7C(c8ccccc8)OC(C7)c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7C(c8ccccc8)COC7c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C(C7c8ccccc8)COC7c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OCC2)C2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OC(c8ccccc8)C7c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OC2)CC2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OC(c8ccccc8)C7c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(COC2)C2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OC(c8ccccc8)C7c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)OC(c3ccccc3)C2c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OCC8c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)OC(c3ccccc3)C2c4cccc(c45)OC(c6ccccc6)C5c7cccc(c78)OC(C8)c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C6C(c7ccccc7)C(c8ccccc8)OC6c9ccccc9

Level: 6

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(c3ccccc3)C2c4cccc(c45)OCC5c6cccc(c67)OCC7c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(c3ccccc3)C2c4cccc(c45)OCC5c6cccc(c67)OC(C7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(C2c3ccccc3)c4cccc(c45)OCC5c6cccc(c67)OCC7c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2OCC(C2c3ccccc3)c4cccc(c45)OCC5c6cccc(c67)OC(C7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7CC(OC7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7C(OCC7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7C(COC7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OCC2)C2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OCC7c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OCC2)C2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OC(C7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OC2)CC2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OCC7c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OC2)CC2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OC(C7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(COC2)C2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OCC7c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(COC2)C2c3cccc(c34)OC(c5ccccc5)C4c6cccc(c67)OC(C7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)OC(c3ccccc3)C2c4cccc(c45)OCC5c6cccc(c67)OCC7c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)OC(c3ccccc3)C2c4cccc(c45)OCC5c6cccc(c67)OC(C7)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OC(c4ccccc4)C3c5cccc(c56)OC(c7ccccc7)C6c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C5C(c6ccccc6)C(c7ccccc7)OC5c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C6C(c7ccccc7)OC(C6)c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C6C(c7ccccc7)COC6c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C(C6c7ccccc7)COC6c8ccccc8

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4C(c5ccccc5)C(c6ccccc6)OC4c7ccccc7

Level: 5

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5C(c6ccccc6)Oc(c57)cccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6C7CCOC7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OCC2)C2c3cccc(c34)OCC4c5cccc(c56)OCC6c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OCC2)C2c3cccc(c34)OCC4c5cccc(c56)OC(C6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OC2)CC2c3cccc(c34)OCC4c5cccc(c56)OCC6c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(OC2)CC2c3cccc(c34)OCC4c5cccc(c56)OC(C6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(COC2)C2c3cccc(c34)OCC4c5cccc(c56)OCC6c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(COC2)C2c3cccc(c34)OCC4c5cccc(c56)OC(C6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OC(c4ccccc4)C3c5cccc(c56)OCC6c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OC(c4ccccc4)C3c5cccc(c56)OC(C6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C5C(c6ccccc6)OC(C5)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C5C(c6ccccc6)COC5c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C(C5c6ccccc6)COC5c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C6CC(OC6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C6C(OCC6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)Oc(c35)cccc5C6C(COC6)c7ccccc7

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4C(c5ccccc5)OC(C4)c6ccccc6

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4C(c5ccccc5)COC4c6ccccc6

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C(C4c5ccccc5)COC4c6ccccc6

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)C(c5ccccc5)OC3c6ccccc6

Level: 4

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2COc(c23)cccc3C4C(c5ccccc5)Oc(c46)cccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)Oc(c24)cccc4C5COc(c56)cccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OC(c3ccccc3)C2c4cccc(c45)OC(C5)c6ccccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OCC3c4cccc(c45)OCC5c6ccccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OCC3c4cccc(c45)OC(C5)c6ccccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OC(c4ccccc4)C3c5cccc(c56)OCC6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C5CC(OC5)c6ccccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C5C(OCC5)c6ccccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3COc(c34)cccc4C5C(COC5)c6ccccc6

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4CC(OC4)c5ccccc5

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4C(OCC4)c5ccccc5

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4C(COC4)c5ccccc5

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)OC(C3)c5ccccc5

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(c4ccccc4)COC3c5ccccc5

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C(C3c4ccccc4)COC3c5ccccc5

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(c3ccccc3)OC(C2)c4ccccc4

Level: 3

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2COc(c23)cccc3C4COc(c45)cccc5

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OCC2c3cccc(c34)OC(C4)c5ccccc5

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OC(c3ccccc3)C2c4cccc(c45)OCC5

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2cccc(c23)OCC3c4cccc(c45)OCC5

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OC(c3ccccc3)C2c4ccccc4

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C(C2)Oc(c23)cccc3C4CCOC4

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3CC(OC3)c4ccccc4

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(OCC3)c4ccccc4

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3C(COC3)c4ccccc4

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2CCC(O2)c3ccccc3

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2CC(OC2)c3ccccc3

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1C2C(OCC2)c3ccccc3

Level: 2

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OCC2c3cccc(c34)OCC4

Level: 1

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OCC2c3ccccc3

Level: 1

Mol. Weight: 924.96 g/mol

SMILES: c1cccc(c12)OC(C2)c3ccccc3

Level: 1

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2C3CCOC3

Level: 1

Mol. Weight: 924.96 g/mol

SMILES: O1CCCC1c2ccccc2

Level: 1

Mol. Weight: 924.96 g/mol

SMILES: C1OCCC1c2ccccc2

Level: 1

Mol. Weight: 924.96 g/mol

SMILES: C1COc(c12)cccc2

Level: 0

Mol. Weight: 924.96 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 924.96 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 924.96 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.03
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 95771.420
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 12517008.48

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.830
Plasma Protein Binding: 102.69
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 7.270
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -291113.850
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.860
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Toxic
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -22717759651.260
Rat (Acute): 1.650
Rat (Chronic Oral): 46.910
Fathead Minnow: 28676357.080
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 2555111171.250
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -1401.180
Log(P): 7.32
Log S: -5.06
Log(Vapor Pressure): -84138376.92
Melting Point: 390.98
pKa Acid: -613027.1
pKa Basic: -4897.51

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.8549
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7841
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7491
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7230
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7023

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