3-beta-hydroxytirucall-8,24-dien-21-oic acid - Compound Card

3-beta-hydroxytirucall-8,24-dien-21-oic acid

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3-beta-hydroxytirucall-8,24-dien-21-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=CCC([C@@H]1CCC2(C1CCC1=C2CCC2[C@]1(C)CC[C@H](C2(C)C)O)C)C(=O)O)C
InChI InChI=1S/C28H44O3/c1-17(2)7-8-19(25(30)31)18-13-15-27(5)20(18)9-10-22-21(27)11-12-23-26(3,4)24(29)14-16-28(22,23)6/h7,18-20,23-24,29H,8-16H2,1-6H3,(H,30,31)/t18-,19?,20?,23?,24+,27?,28+/m0/s1
InChIKey JZJBPOZYUYXACJ-ZLUBFJFZSA-N
Formula C28H44O3
HBA 2
HBD 2
MW 428.66
Rotatable Bonds 4
TPSA 57.53
LogP 6.76
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 428.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia species Burseraceae Plantae 173701

Showing of synonyms

  • Melese A, Dagne E. (2007). Phytochemical investigation of the resins of Boswellia species collected from Kebtele area in Agew-Awi (Gojjam). M.Sc. Thesis, Addis Ababa University, Ethiopia, 2007. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3=C2CCC4C3CCCC4

Level: 0

Mol. Weight: 428.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.35
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.61
Plasma Protein Binding
77.78
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
Non-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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
0.54
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.16
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.29
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.23
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-36.87
Rat (Acute)
2.15
Rat (Chronic Oral)
2.25
Fathead Minnow
4.06
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
441.46
Hydration Free Energy
-4.44
Log(D) at pH=7.4
4.27
Log(P)
6.99
Log S
-6.05
Log(Vapor Pressure)
-8.02
Melting Point
191.85
pKa Acid
6.36
pKa Basic
8.23
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 0.7679
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7679
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 4 0.7515
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 4 0.7515
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7371
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7371
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA P45523 FKBA_ECOLI Escherichia coli 4 0.7303
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA P45523 FKBA_ECOLI Escherichia coli 4 0.7303
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 4 0.7268
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 4 0.7268
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7148
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7148
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 4 0.7133
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 4 0.7133
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7132
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7132
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7064
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7064

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