Metabolite 4-hydroxyethinylestradiol

Name

4-hydroxyethinylestradiol

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 312.409
Monoisotopic: 312.172544633

Chemical Formula

C₂₀H₂₄O₃

InChI Key

SYFHJXSYRPNSOI-RXUQYVRZSA-N

InChI

InChI=1S/C20H24O3/c1-3-20(23)11-9-16-14-4-5-15-12(6-7-17(21)18(15)22)13(14)8-10-19(16,20)2/h1,6-7,13-14,16,21-23H,4-5,8-11H2,2H3/t13-,14-,16+,19+,20+/m1/s1

IUPAC Name

(1R,3aS,3bR,9bS,11aS)-1-ethynyl-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,6,7-triol

SMILES

[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C(O)=C(O)C=C3

Reactions

Ethinylestradiol

4-hydroxyethinylestradiol
- 4-hydroxyethinylestradiol
  
  4-methoxyethinylestradiol

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0029000000-d8fd5b1c2eff6b20b9d1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0f6t-0491000000-9d5b60fd9f03a2939361
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03di-0009000000-53a4291c05aef7e7e8e5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03di-0049000000-b54489f1a88cf4ffd92a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-002u-0910000000-386b8a6c5848a3b696e4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-01q0-0091000000-15b664fc41933b99705d

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	181.61058	predicted	DeepCCS 1.0 (2019)
[M+H]+	183.53416	predicted	DeepCCS 1.0 (2019)
[M+Na]+	189.44669	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 19969641
ChEMBL: CHEMBL3544579
ZINC: ZINC000005764437

Predicted Properties

Property	Value	Source
Water Solubility	0.0139 mg/mL	ALOGPS
logP	3.05	ALOGPS
logP	3.59	Chemaxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.69	Chemaxon
pKa (Strongest Basic)	-1.7	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	3	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	60.69 Å²	Chemaxon
Rotatable Bond Count	0	Chemaxon
Refractivity	89.36 m³·mol^-1	Chemaxon
Polarizability	35.41 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 4-hydroxyethinylestradiol

Structure for 4-hydroxyethinylestradiol

Collision Cross Sections (CCS)