allobetulinol profile

allobetulinol : A triterpenoid that is (18alpha)-19,28-epoxyoleanane substituted by a hydroxy group at position 3. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	11080733
CHEMBL ID	496855
CHEBI ID	79776
SCHEMBL ID	5794507

Synonym
1617-72-7
allobetulinol
allobetulin ,
chebi:79776 ,
CHEMBL496855
nsc 50902
19,28-epoxyoleanan-3-ol (3beta,18alpha,19beta)-
(+)-allobetulin
oleanan-3-ol, 19,28-epoxy-, (3beta,18alpha,19beta)-
SCHEMBL5794507
BZNIIOGSANMIET-HWNNWUPFSA-N
oleanan-3-ol,19,28-epoxy-, (3b,18a,19b)-
Q27148910
(3beta,18alpha,19beta)-19,28-epoxyoleanan-3-ol
(1r,4r,5r,8r,10s,13r,14r,17r,18r,19r)-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[17.3.2.01,18.04,17.05,14.08,13]tetracosan-10-ol

Class	Description
triterpenoid	Any terpenoid derived from a triterpene. The term includes compounds in which the C30 skeleton of the parent triterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
cyclic ether	Any ether in which the oxygen atom forms part of a ring.
secondary alcohol	A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (23)

Assay ID	Title	Year	Journal	Article
AID417592	Toxicity in sheep erythrocytes assessed as induction of hemolysis	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.
AID300599	Cytotoxicity against human A549 cells assessed as cell viability after 48 hrs	2007	Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18	Synthesis and structure-activity relationship study of cytotoxic germanicane- and lupane-type 3beta-O-monodesmosidic saponins starting from betulin.
AID300601	Cytotoxicity against human WS1 cells assessed as cell viability after 48 hrs	2007	Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18	Synthesis and structure-activity relationship study of cytotoxic germanicane- and lupane-type 3beta-O-monodesmosidic saponins starting from betulin.
AID1704491	Cytotoxicity against human ECa-109 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Antiproliferative effect of mitochondria-targeting allobetulin 1,2,3-triazolium salt derivatives and their mechanism of inducing apoptosis of cancer cells.
AID417597	Cytotoxicity against human WS1 cells by resazurin reduction test	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.
AID417596	Cytotoxicity against human PC3 cells by resazurin reduction test	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.
AID1317963	Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTS assay	2016	European journal of medicinal chemistry, Oct-04, Volume: 121	Lupane and 18α-oleanane derivatives substituted in the position 2, their cytotoxicity and influence on cancer cells.
AID300600	Cytotoxicity against human DLD1 cells assessed as cell viability after 48 hrs	2007	Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18	Synthesis and structure-activity relationship study of cytotoxic germanicane- and lupane-type 3beta-O-monodesmosidic saponins starting from betulin.
AID417593	Cytotoxicity against human A549 cells by resazurin reduction test	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.
AID1230156	Cytotoxicity against human 8505C cells by SRB assay	2015	Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13	Simple structural modifications confer cytotoxicity to allobetulin.
AID417594	Cytotoxicity against human DLD1 cells by resazurin reduction test	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.
AID1230157	Cytotoxicity against human A2780 cells by SRB assay	2015	Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13	Simple structural modifications confer cytotoxicity to allobetulin.
AID417595	Cytotoxicity against human MCF7 cells by resazurin reduction test	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.
AID1704492	Cytotoxicity against human SGC-7901 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Antiproliferative effect of mitochondria-targeting allobetulin 1,2,3-triazolium salt derivatives and their mechanism of inducing apoptosis of cancer cells.
AID1704494	Cytotoxicity against human HL7702 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Antiproliferative effect of mitochondria-targeting allobetulin 1,2,3-triazolium salt derivatives and their mechanism of inducing apoptosis of cancer cells.
AID1230153	Cytotoxicity against human HT-29 cells by SRB assay	2015	Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13	Simple structural modifications confer cytotoxicity to allobetulin.
AID1230152	Cytotoxicity against human 518A2 cells by SRB assay	2015	Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13	Simple structural modifications confer cytotoxicity to allobetulin.
AID1230154	Cytotoxicity against human MCF7 cells by SRB assay	2015	Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13	Simple structural modifications confer cytotoxicity to allobetulin.
AID1230155	Cytotoxicity against human A549 cells by SRB assay	2015	Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13	Simple structural modifications confer cytotoxicity to allobetulin.
AID1704490	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Antiproliferative effect of mitochondria-targeting allobetulin 1,2,3-triazolium salt derivatives and their mechanism of inducing apoptosis of cancer cells.
AID664934	Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTT assay	2012	Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11	Cytotoxic heterocyclic triterpenoids derived from betulin and betulinic acid.
AID1704493	Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Antiproliferative effect of mitochondria-targeting allobetulin 1,2,3-triazolium salt derivatives and their mechanism of inducing apoptosis of cancer cells.
AID283803	Cytotoxicity against human CEM cells after 72 hrs by MTT assay	2007	Journal of natural products, Apr, Volume: 70, Issue:4	Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	3 (42.86)	29.6817
2010's	3 (42.86)	24.3611
2020's	1 (14.29)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
betulinic acid [no description available]	2.74	3	hydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-HIV agent; anti-inflammatory agent; antimalarial; antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; plant metabolite
betulin betulin: isolated from various white birch bark (BETULA). betulin : A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents.	3.17	5	diol; pentacyclic triterpenoid	analgesic; anti-inflammatory agent; antineoplastic agent; antiviral agent; metabolite
betulonic acid betulonic acid: isolated from Rush javanica; strucure in first source	2.76	3	triterpenoid	anticoronaviral agent
gefitinib [no description available]	2.25	1	aromatic ether; monochlorobenzenes; monofluorobenzenes; morpholines; quinazolines; secondary amino compound; tertiary amino compound	antineoplastic agent; epidermal growth factor receptor antagonist
lupeol [no description available]	2.05	1	pentacyclic triterpenoid; secondary alcohol	anti-inflammatory drug; plant metabolite

Condition	Relationship Strength	Studies
Leukemia, Lymphocytic, T Cell [description not available]	2.03	1
Leukemia, T-Cell A malignant disease of the T-LYMPHOCYTES in the bone marrow, thymus, and/or blood.	2.03	1
Adenocarcinoma, Basal Cell [description not available]	2.03	1
Cancer of Lung [description not available]	2.03	1
Colorectal Cancer [description not available]	2.03	1
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	2.03	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.03	1
Colorectal Neoplasms Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.	2.03	1
Benign Neoplasms [description not available]	2.25	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	2.25	1

allobetulinol

Description

Cross-References

Synonyms (15)

Drug Classes (3)

Bioassays (23)

Research

Studies (7)

Study Types

allobetulinol

Description

Cross-References

Synonyms (15)

Drug Classes (3)

Bioassays (23)

Research

Studies (7)

Study Types

Related Drugs (5)

Related Conditions (10)