Select a section from the left sidebar
Beta-sitosterol
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Sterol
| Canonical Smiles | CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@@]1(C)CC[C@@H](C2)O)C |
|---|---|
| InChI | InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28-,29-/m1/s1 |
| InChIKey | KZJWDPNRJALLNS-GSFBUCGTSA-N |
| Formula | C29H50O |
| HBA | 1 |
| HBD | 1 |
| MW | 414.72 |
| Rotatable Bonds | 6 |
| TPSA | 20.23 |
| LogP | 8.02 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.93 |
| Exact Mass | 414.39 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Achillea ligustica | Asteraceae | Plantae | 282745 |
Showing of synonyms
Beta-sitosterol
Sitosterol
Cupreol
Azuprostat
Quebrachol
22,23-Dihydrostigmasterol
Cinchol
Triastonal
Rhamnol
Beta-Sitosterin
Nimbosterol
Prostasal
Alpha-Dihydrofucosterol
Sito-Lande
24alpha-Ethylcholesterol
Beta Sitosterol
Stigmast-5-en-3beta-ol
(24R)-Ethylcholest-5-en-3beta-ol
Alpha-Phytosterol
Angelicin (steroid)
Sitosterin
(3beta)-Stigmast-5-en-3-ol
Betaprost
(24R)-Stigmast-5-en-3beta-ol
Beta-sistosterol
SITOSTEROL, BETA-
SKF 14463
SITOSTEROL, BETA
CHEBI:27693
NSC8096
24-alpha-Ethylcholesterol
Stigmast-5-en-3-ol, (3beta)-
UNII-S347WMO6M4
Delta5-Stigmasten-3-beta-ol
CCRIS 5529
S347WMO6M4
DTXSID5022481
Stigmasterol, 22,23-dihydro-
(3-beta)-Stigmast-5-en-3-ol
NSC 8096
NSC-8096
EINECS 201-480-6
NSC 18173
NSC-18173
NSC-49083
AI3-26020
DTXCID802481
NSC18173
SITOSTEROL (MART.)
SITOSTEROL [MART.]
BETA-SITOSTEROL (USP-RS)
BETA-SITOSTEROL [USP-RS]
5-Stigmasten-3beta-ol
I2-sitosterol
Beta-Sitosterol-2
3 beta-stigmast-5-en-3-ol
5-cholesten-24-ethyl-3-ol
Delta(SUP 5)-STIGMASTEN-3beta-OL
Beta-SITOSTEROL (CONSTITUENT OF PYGEUM)
24beta-ETHYL-delta(SUP 5)-CHOLESTEN-3beta-OL
BETA-SITOSTEROL (CONSTITUENT OF SAW PALMETTO)
Corn sterilized quantitative extract (beta sitosterol)
BETA-SITOSTEROL (CONSTITUENT OF STINGING NETTLE)
201-480-6
Beta-SITOSTEROL (CONSTITUENT OF ECHINACEA ANGUSTIFOLIA ROOT, ECHINACEA PALLIDA ROOT, ECHINACEA PURPUREA ROOT AND ECHINACEA PURPUREA AERIAL PARTS)
83-46-5
Harzol
(-)-beta-Sitosterol
B-Sitosterol
Sobatum
A-Dihydrofucosterol
.alpha.-Dihydrofucosterol
CHEMBL221542
.beta.-Sitosterol
NSC49083
.alpha.-Phytosterol
Sitosterol, .beta.
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
B-Sitosterol (Synthetic)
Stigmasterol,23-dihydro-
.beta.-Sitosterin
MFCD00003631
Stigmast-5-en-3-ol, (3.beta.)-
24.alpha.-Ethylcholesterol
Stigmast-5-en-3-ol, (3b)-
Stigmast-5-en-3.beta.-ol
SR-05000002307
Beta-Sitosterol (purity>98%)
Stigmast-5-en-3-beta-ol
Sitosterol beta
A-Phytosterol
B-Sitosterin
Beta-Phytosterol
Ss--Sitosterol
.beta.Sitosterin
.beta.Sitosterol
Beta -Sitosterol
CAS-83-46-5
NCGC00095716-01
(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
(-)-b-Sitosterol
Harzol (TN)
24a-Ethylcholesterol
Alpha.Dihydrofucosterol
D5-Stigmasten-3b-ol
Stigmast-5-en-3b-ol
B-Sitosterol - 40%
B-Sitosterol - 80%
Prestwick0_000985
Prestwick1_000985
Prestwick2_000985
Prestwick3_000985
?-Sitosterol - 70%
Delta5-Stigmasten-3b-ol
Beta-Sitosterol, >=70%
Beta-Sitosterol (Standard)
Beta-sitosterol [WHO-DD]
BIDD:PXR0121
SCHEMBL16105
22,23-dihydro-Stigmasterol
BSPBio_001049
BIDD:ER0636
SPBio_002950
BPBio1_001155
MEGxp0_001710
BETA SITOSTEROL [VANDF]
.BETA.-SITOSTEROL [MI]
(24R)-Stigmast-5-en-3b-ol
ACon1_000287
HY-N0171R
CHEBI:176889
HMS1571E11
HMS2098E11
(24R)-Ethylcholest-5-en-3b-ol
24-Ethylcholest-5-en-3.beta.-ol
MSK40101
Beta-Sitosterol, analytical standard
Tox21_111514
BDBM50218197
Beta-Sitosterol, synthetic, >=95%
LMST01040129
NSC821067
S2273
AKOS005267194
AT37227
BETA-SITOSTEROL, 40% (HPLC)
CCG-208334
DB14038
FS12899
FS16412
FS29792
NSC-821067
Beta-Sitosterol, from soybean, >=96%
SMP1_000274
NCGC00142598-02
NCGC00142598-03
NCGC00142598-08
(3.BETA.)-STIGMAST-5-EN-3-OL
(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
14-((1S,4R)-4-ethyl-1,5-dimethylhexyl)(1S,5S,10S,11S,2R,14R,15R)-2,15-dimethyl tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadec-7-en-5-ol
1ST40101
AC-24183
BP-40650
NCI60_041777
AB00513984
NS00078818
S0040
.DELTA.(SUP 5)-STIGMASTEN-3.BETA.-OL
C01753
D08518
A840577
AA-504/07226009
Alpha-Dihydrofucosterol, 22,23-Dihydrostigmasterol
SR-05000002307-2
SR-05000002307-3
BRD-K79402892-001-06-7
Q63409374
.BETA.-SITOSTEROL (CONSTITUENT OF PYGEUM) [DSC]
BETA-SITOSTEROL (CONSTITUENT OF SAW PALMETTO) [DSC]
BETA-SITOSTEROL, inverted exclamation markY 98% (HPLC)
Beta-Sitosterol, analytical standard, from soybean, >=40%
Beta-Sitosterol, primary pharmaceutical reference standard
24.BETA.-ETHYL-.DELTA.(SUP 5)-CHOLESTEN-3.BETA.-OL
BETA-SITOSTEROL (CONSTITUENT OF STINGING NETTLE) [DSC]
Beta-sitosterol, European Pharmacopoeia (EP) Reference Standard
-Sitosterol (purity>98%)
22,23-Dihydrostigmasterol (purity>98%)
Beta-Sitosterol, United States Pharmacopeia (USP) Reference Standard
Beta-Sitosterol, certified reference material, 100 mug/mL in chloroform
17-(5-ethyl-6-methyl-heptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
76772-70-8
- Boudjerda A, Zater H, et al. (2008). A new guaianolide and other constituents from Achillea ligustica.. Biochemical Systematics and Ecology,2008,36,461-466. [View]
Pubchem:
222284
Cas:
83-46-5
Gnps:
CCMSLIB00000213190
Zinc:
ZINC000004095717
Kegg Ligand:
C01753
Chebi:
27693
Nmrshiftdb2:
60018437
Metabolights:
MTBLC27693
Chembl:
CHEMBL221542
Comptox:
DTXSID5022481
Drugbank:
DB14038
Bindingdb:
50218197
Selleck:
Beta-Sitosterol
CPRiL:
2378
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4
Level: 0
Mol. Weight: 414.72 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.86
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.44
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.9
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.76
- Plasma Protein Binding
- 83.72
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 10.96
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.99
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 2.07
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.22
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -34.1
- Rat (Acute)
- 2.21
- Rat (Chronic Oral)
- 1.91
- Fathead Minnow
- 3.92
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 404.91
- Hydration Free Energy
- -3.82
- Log(D) at pH=7.4
- 6.8
- Log(P)
- 9.1
- Log S
- -6.91
- Log(Vapor Pressure)
- -7.23
- Melting Point
- 141.7
- pKa Acid
- 13.63
- pKa Basic
- 8.54
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.9039 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.9039 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.8663 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.8663 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.8594 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.8594 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8335 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8335 |
| 3-alpha-hydroxysteroid dehydrogenase | P23457 | DIDH_RAT | Rattus norvegicus | 3 | 0.8158 |
| 3-alpha-hydroxysteroid dehydrogenase | P23457 | DIDH_RAT | Rattus norvegicus | 3 | 0.8158 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8043 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8043 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7933 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7933 |
| Retinol-binding protein 1 | P02696 | RET1_RAT | Rattus norvegicus | 3 | 0.7895 |
| Retinol-binding protein 1 | P02696 | RET1_RAT | Rattus norvegicus | 3 | 0.7895 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7783 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7783 |
| Lanosterol 14-alpha-demethylase | Q385E8 | Q385E8_TRYB2 | Trypanosoma brucei brucei | 4 | 0.7743 |
| Lanosterol 14-alpha-demethylase | Q385E8 | Q385E8_TRYB2 | Trypanosoma brucei brucei | 4 | 0.7743 |
| Lanosterol synthase | P48449 | ERG7_HUMAN | Homo sapiens | 4 | 0.7637 |
| Lanosterol synthase | P48449 | ERG7_HUMAN | Homo sapiens | 4 | 0.7637 |
| Acetylcholinesterase | P21836 | ACES_MOUSE | Mus musculus | 3 | 0.7604 |
| Acetylcholinesterase | P21836 | ACES_MOUSE | Mus musculus | 3 | 0.7604 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7578 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7578 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7399 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7399 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7364 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7364 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7313 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7313 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7205 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7205 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7144 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7144 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7122 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7122 |
| Vitamin D(3) 25-hydroxylase | C4B644 | CPVDH_PSEAH | Pseudonocardia autotrophica | 3 | 0.7112 |
| Vitamin D(3) 25-hydroxylase | C4B644 | CPVDH_PSEAH | Pseudonocardia autotrophica | 3 | 0.7112 |