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Details

Stereochemistry ACHIRAL
Molecular Formula C13H10O5
Molecular Weight 246.2155
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIMPINELLIN

SMILES

COC1=C2OC=CC2=C3OC(=O)C=CC3=C1OC

InChI

InChIKey=BQPRWZCEKZLBHL-UHFFFAOYSA-N
InChI=1S/C13H10O5/c1-15-11-7-3-4-9(14)18-10(7)8-5-6-17-12(8)13(11)16-2/h3-6H,1-2H3

HIDE SMILES / InChI
Molecular Formula C13H10O5
Molecular Weight 246.2155
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21214482 | https://www.ncbi.nlm.nih.gov/pubmed/10719903 | https://www.ncbi.nlm.nih.gov/pubmed/24257925 |

Pimpinellin is a furocoumarin and mevalonic acid derivative, that was isolated from Heracleum laciniatum and Toddalia asiatica. Pimpinellin, isopimpinellin and phellopterin are three major coumarins present in Toddalia asiatica extract which demonstrated activities like anticancer, vasodilative and antioxidant etc Pimpinellin is well known photoreactive compound and it is used in Brazil in some pharmaceutical and cosmetic products because of their UV-light absorbing properties

Originator

Herzog, J.|Hancu, V.
1
Sources: Archiv der Pharmazie (Weinheim, Germany) (1909), 246, 402-14.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Positive Allosteric Modulator
179
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Not Provided
504
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

CN106727642
1

Sample Use Guides

In Vivo Use Guide
20 mkl of 0.25% absolute alcoholic solutions were applied to the back for 1 hour by the l inn chamber method
Route of Administration: Topical
In Vitro Use Guide
Pimpinellin isolated from the Traditional Chinese medicine was studied for their antitumor activity in vitro by determining the inhibitory percentage against growth of human epidermal carcinoma cell line A432 and human mammary cancer cell line BCAP, respectively. Pimpinellin inhibited growth of human epidermal carcinoma cell line A432 with IC50=73mkM
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:46:02 GMT 2023
Edited
by admin
on Fri Dec 15 17:46:02 GMT 2023
Record UNII
D419UK1B4L
Record Status Validated (UNII)
Record Version
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Name Type Language
PIMPINELLIN
MI  
Common Name English
PIMPINELIN
Common Name English
PIMPINELLINE
Common Name English
PIMPINECILIN
Common Name English
PIMPINELLIN [MI]
Common Name English
2H-FURO(2,3-H)-1-BENZOPYRAN-2-ONE, 5,6-DIMETHOXY-
Systematic Name English
5,6-DIMETHOXY-2H-FURO(2,3-H)-1-BENZOPYRAN-2-ONE
Systematic Name English
6,7-DIMETHOXYANGELICIN
Common Name English
Code System Code Type Description
CAS
131-12-4
Created by admin on Fri Dec 15 17:46:02 GMT 2023 , Edited by admin on Fri Dec 15 17:46:02 GMT 2023
PRIMARY
FDA UNII
D419UK1B4L
Created by admin on Fri Dec 15 17:46:02 GMT 2023 , Edited by admin on Fri Dec 15 17:46:02 GMT 2023
PRIMARY
MERCK INDEX
m8818
Created by admin on Fri Dec 15 17:46:02 GMT 2023 , Edited by admin on Fri Dec 15 17:46:02 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID20156831
Created by admin on Fri Dec 15 17:46:02 GMT 2023 , Edited by admin on Fri Dec 15 17:46:02 GMT 2023
PRIMARY
PUBCHEM
4825
Created by admin on Fri Dec 15 17:46:02 GMT 2023 , Edited by admin on Fri Dec 15 17:46:02 GMT 2023
PRIMARY
NIH
NCATS
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