Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C30H24O9 |
| Molecular Weight | 528.5062 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(O)=C2C3=C4C(=C(C)CC5=C(OC)C(=O)C(O)=C6C=C(OC)C1=C2C6=C45)C(C(C)=O)=C(OC)C3=O
InChI
InChIKey=KPGRZWCQXQUGHK-UHFFFAOYSA-N
InChI=1S/C30H24O9/c1-10-7-13-20-19-12(26(33)28(35)29(13)38-5)8-15(36-3)22-16(37-4)9-14(32)21(24(19)22)25-23(20)17(10)18(11(2)31)30(39-6)27(25)34/h8-9,32H,7H2,1-6H3,(H,33,35)
| Molecular Formula | C30H24O9 |
| Molecular Weight | 528.5062 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Hypocrellin B (HB), a natural perylenequinone pigment, has been successfully employed in the photodynamic therapy (PDT) in a variety of human cancer cells due to its high singlet oxygen yield. Hypocrellin B exhibits antibacterial, anti-metastatic, and anticancer chemotherapeutic activities. Hypocrellin B inhibits proliferation of Staphylococcus by increasing ROS levels and damaging cell walls. In ovarian cancer cells, this compound induces apoptosis and inhibits cell migration and adhesion under photodynamic stimulation; it also induces tumor regression in animal models of lymphoma. In vitro, hypocrellin B induces DNA strand breakage.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cytoprotective role of nitric oxide in HepG2 cell apoptosis induced by hypocrellin B photodynamic treatment. | 2016-10 |
|
| Effect of photodynamic therapy with hypocrellin B on apoptosis, adhesion, and migration of cancer cells. | 2014-07 |
|
| Inactivation of Staphylococcus aureus by photodynamic action of hypocrellin B. | 2013-12 |
Patents
Sample Use Guides
The mice were randomly divided into 4 groups (n = 5 each) and injected twice (on days 0 and 7) with PBS, free Hypocrellin B (HB), HB-NPs, or HB-P-NPs via the tail vein
(2 mg/kg as HB). 24 h after injection, tumor sites were irradiated with a PDT laser (630 nm, 400 mW/cm2) for 500 sec (200 J/cm2) twice (on days 1 and 8).
Route of Administration:
Intravenous
Human ovarian cancer HO-8910 cell as a cancer model cell was incubated with hypocrellin B at a concentration of 2.5 uM for 5 h and irradiated by light from a light-emitting diodes (LED) source. Flow cytometry with annexin V/PI staining showed that early apoptotic and late apoptotic (necrotic) rates following photodynamic therapy with hypocrellin B markedly increased to 16.40% and 24.67%, respectively.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:02:02 GMT 2025
by
admin
on
Mon Mar 31 19:02:02 GMT 2025
|
| Record UNII |
XNP7UO129A
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Preferred Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID30924644
Created by
admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
|
PRIMARY | |||
|
123940-54-5
Created by
admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
|
PRIMARY | |||
|
XNP7UO129A
Created by
admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
|
PRIMARY |