Metabolite 3′-p-hydroxypaclitaxel

Name

3′-p-hydroxypaclitaxel

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

132160-32-8

Weight

Average: 869.917
Monoisotopic: 869.325869946

Chemical Formula

C₄₇H₅₁NO₁₅

InChI Key

XKSMHFPSILYEIA-YUKVPPSFSA-N

InChI

InChI=1S/C47H51NO15/c1-24-31(61-43(57)36(53)35(27-17-19-30(51)20-18-27)48-41(55)28-13-9-7-10-14-28)22-47(58)40(62-42(56)29-15-11-8-12-16-29)38-45(6,32(52)21-33-46(38,23-59-33)63-26(3)50)39(54)37(60-25(2)49)34(24)44(47,4)5/h7-20,31-33,35-38,40,51-53,58H,21-23H2,1-6H3,(H,48,55)/t31-,32-,33+,35-,36+,37+,38+,40-,45+,46-,47+/m0/s1

IUPAC Name

(1S,2S,3S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-(4-hydroxyphenyl)-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate

SMILES

[H][C@@]12C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C4=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C5=CC=CC=C5)[C@@]3([H])[C@@]1(CO2)OC(C)=O)C4(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)C1=CC=CC=C1)C1=CC=C(O)C=C1

Reactions

Paclitaxel

3′-p-hydroxypaclitaxel

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0zfr-0112093350-4138a724f75091e2db80
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-3400090130-e55147cf19f0e1defff6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0zgi-1484081790-aa77fc6f13f16be21c22
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00vi-4910072550-1947a74b285ebdceb868
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0pi0-1913001150-b3f515ed76062146d987
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-9410000230-2c742762fd20154c672c

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	270.4368	predicted	DeepCCS 1.0 (2019)
[M+H]+	272.16574	predicted	DeepCCS 1.0 (2019)
[M+Na]+	278.27487	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 28296149

Predicted Properties

Property	Value	Source
Water Solubility	0.0079 mg/mL	ALOGPS
logP	3.1	ALOGPS
logP	3.24	Chemaxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.48	Chemaxon
pKa (Strongest Basic)	-1.2	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	241.52 Å²	Chemaxon
Rotatable Bond Count	14	Chemaxon
Refractivity	220.28 m³·mol^-1	Chemaxon
Polarizability	87.26 Å³	Chemaxon
Number of Rings	7	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite 3′-p-hydroxypaclitaxel

Structure for 3′-p-hydroxypaclitaxel

Collision Cross Sections (CCS)