PICROSIDE II

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H28O13
Molecular Weight	512.4606
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(O)C=CC(=C1)C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]4[C@H]2C=CO[C@H]4O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O

InChI

InChIKey=AKNILCMFRRDTEY-NUGKWEEESA-N

InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13-,14-,15-,16+,17-,18+,19+,21+,22+,23-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C23H28O13
Molecular Weight	512.4606
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	11 / 11
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Fatty acid accumulation 1 Target ID: Fatty acid accumulation Sources: https://www.ncbi.nlm.nih.gov/pubmed/29254285	Modulator 846
SIRT1/LOX-1 signaling pathway 1 Target ID: SIRT1/LOX-1 signaling pathway Sources: https://www.ncbi.nlm.nih.gov/pubmed/30394648	Modulator 846
NF-kappa B signaling pathway 87 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28161732 \| https://www.ncbi.nlm.nih.gov/pubmed/29671236	Inhibitor 8504

PubMed

Title	Date	PubMed
Picroside II protects myocardium from ischemia/reperfusion-induced injury through inhibition of the inflammatory response.	2016 Dec	28105084
Picroside II protects the blood-brain barrier by inhibiting the oxidative signaling pathway in cerebral ischemia-reperfusion injury.	2017	28388666
Correction: Picroside II Attenuates Airway Inflammation by Downregulating the Transcription Factor GATA3 and Th2-Related Cytokines in a Mouse Model of HDM-Induced Allergic Asthma.	2017	28107518
Picroside II Protects Rat Lung and A549 Cell Against LPS-Induced Inflammation by the NF-κB Pathway.	2017 Jun	28161732
[Protective effect of picroside Ⅱ on the brain tissue through antioxidation in stroke rats].	2018 Dec 4	30526784
Picroside II Attenuates CCI-Induced Neuropathic Pain in Rats by Inhibiting Spinal Reactive Astrocyte-Mediated Neuroinflammation Through the NF-κB Pathway.	2018 May	29671236
[Fingerprinting and multi-indicator quantitative analysis of Mongolian drug Digeda-4 decoction].	2018 Oct	30453724
Picroside II Protects SH-SY5Y Cells From Autophagy and Apoptosis Following Oxygen Glucose Deprivation/Reoxygen Injury by Inhibiting JNK Signal Pathway.	2019 Dec	31251836
Picroside II attenuates hyperhomocysteinemia-induced endothelial injury by reducing inflammation, oxidative stress and cell apoptosis.	2019 Jan	30394648
Picroside II Isolated from Pseudolysimachion rotundum var. subintegrum Inhibits Glucocorticoid Refractory Serum Amyloid A (SAA) Expression and SAA-induced IL-33 Secretion.	2019 May 27	31137813

Substance Class	Chemical Created by `admin` on `Wed Apr 02 04:46:41 GMT 2025` Edited by `admin` on `Wed Apr 02 04:46:41 GMT 2025`
Record UNII	XX0PFP9RVI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

6-VANILLOYLCATALPOL

Preferred Name

English

PICROSIDE II

Common Name

English

VANILLOYL CATALPOL

Common Name

English

AMPICOSIDE

Common Name

English

.BETA.-D-GLUCOPYRANOSIDE, (1AS,1BS,2S,5AR,6S,6AS)-1A,1B,2,5A,6,6A-HEXAHYDRO-6-((4-HYDROXY-3-METHOXYBENZOYL)OXY)-1A-(HYDROXYMETHYL)OXIRENO(4,5)CYCLOPENTA(1,2-C)PYRAN-2-YL

Systematic Name

English

(1AS,1BS,2S,5AR,6S,6AS)-1A,1B,2,5A,6,6A-HEXAHYDRO-6-((4-HYDROXY-3-METHOXYBENZOYL)OXY)-1A-(HYDROXYMETHYL)OXIRENO(4,5)CYCLOPENTA(1,2-C)PYRAN-2-YL .BETA.-D-GLUCOPYRANOSIDE

Systematic Name

English

.BETA.-D-GLUCOPYRANOSIDE, 1A,1B,2,5A,6,6A-HEXAHYDRO-6-((4-HYDROXY-3-METHOXYBENZOYL)OXY)-1A-(HYDROXYMETHYL)OXIRENO(4,5)CYCLOPENTA(1,2-C)PYRAN-2-YL, (1AS-(1A.ALPHA.,1B.BETA.,2.BETA.,5A.BETA.,6.BETA.,6A.ALPHA.))-

Systematic Name

English

Code System Code Type Description

PUBCHEM

11944602