ChemFOnt: Showing chemical card for fluticasone 17beta-carboxylic acid (CFc000041514)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:43:33 UTC

Chemfont ID

CFc000041514

Molecule Identification

Common Name

fluticasone 17beta-carboxylic acid

Definition

587

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Fluticasone 17b-carboxylate	Generator
Fluticasone 17b-carboxylic acid	Generator
Fluticasone 17beta-carboxylate	Generator
Fluticasone 17β-carboxylate	Generator
Fluticasone 17β-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₆F₂O₅

Average Molecular Weight

396.4249

Monoisotopic Molecular Weight

396.174830352

IUPAC Name

(1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid

Traditional Name

(1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O

InChI Identifier

InChI=1S/C21H26F2O5/c1-10-6-12-13-8-15(22)14-7-11(24)4-5-18(14,2)20(13,23)16(25)9-19(12,3)21(10,28)17(26)27/h4-5,7,10,12-13,15-16,25,28H,6,8-9H2,1-3H3,(H,26,27)/t10-,12?,13?,15+,16+,18+,19+,20+,21+/m1/s1

InChI Key

QSVBUQTYFQFEHC-FULJYSEXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

20-hydroxysteroid
Androgen-skeleton
3-oxo-delta-1,4-steroid
Hydroxysteroid
Halo-steroid
6-halo-steroid
9-halo-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Delta-1,4-steroid
Hydroxy acid
Alpha-hydroxy acid
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Fluorohydrin
Halohydrin
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alkyl halide
Organofluoride
Organohalogen compound
Alkyl fluoride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061092)

Organ

Kidney (HMDB: HMDB0061092)
Liver (HMDB: HMDB0061092)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061092)

Cellular substructure

Cytoplasm (HMDB: HMDB0061092)

Source

Endogenous

Endogenous (HMDB: HMDB0061092)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.075 g/L	ALOGPS
logP	1.94	ALOGPS
logP	1.83	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.06 m³·mol⁻¹	ChemAxon
Polarizability	39.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0061092

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10200766

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for fluticasone 17beta-carboxylic acid (CFc000041514)

MOL for CFc000041514 (fluticasone 17beta-carboxylic acid)

3D MOL for CFc000041514 (fluticasone 17beta-carboxylic acid)

3D SDF for CFc000041514 (fluticasone 17beta-carboxylic acid)

3D-SDF for CFc000041514 (fluticasone 17beta-carboxylic acid)

PDB for CFc000041514 (fluticasone 17beta-carboxylic acid)

3D PDB for CFc000041514 (fluticasone 17beta-carboxylic acid)

SMILES for CFc000041514 (fluticasone 17beta-carboxylic acid)

INCHI for CFc000041514 (fluticasone 17beta-carboxylic acid)

Structure for CFc000041514 (fluticasone 17beta-carboxylic acid)

3D Structure for CFc000041514 (fluticasone 17beta-carboxylic acid)