3,21-dipalmitoyloxy-16beta,21alpha-dihydroxy-beta-amyrine - Compound Card

3,21-dipalmitoyloxy-16beta,21alpha-dihydroxy-beta-amyrine

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3,21-dipalmitoyloxy-16beta,21alpha-dihydroxy-beta-amyrine

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenic Fatty Ester
Canonical Smiles CCCCCCCCCCCCCCCC(=O)O[C@@H]1C[C@]2(C)[C@@H](O)C[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CC[C@@H](C3(C)C)OC(=O)CCCCCCCCCCCCCCC)[C@@H]2CC1(C)C)C
InChI InChI=1S/C62H110O5/c1-11-13-15-17-19-21-23-25-27-29-31-33-35-37-55(64)66-53-42-43-59(7)50(58(53,5)6)41-44-61(9)51(59)40-39-48-49-45-57(3,4)54(47-60(49,8)52(63)46-62(48,61)10)67-56(65)38-36-34-32-30-28-26-24-22-20-18-16-14-12-2/h39,49-54,63H,11-38,40-47H2,1-10H3/t49-,50-,51+,52-,53-,54+,59-,60-,61+,62+/m0/s1
InChIKey UHRRODFOVZPZBZ-ZBTQWCMBSA-N
Formula C62H110O5
HBA 5
HBD 1
MW 935.56
Rotatable Bonds 30
TPSA 72.83
LogP 18.17
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 67
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 934.84
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Chrysanthemum macrocarpum Asteraceae Plantae 13422

Showing of synonyms

  • Boutaghane N, Voutquenne-Nazabadioko L, et al. (2013). A new triterpenic diester from the aerial parts of Chrysanthemum macrocarpum. Phytochemistry Letters,2013,6,519-525. [View]
Pubchem: 102102963

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 935.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.64
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
3669.28
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
480196.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.45
Plasma Protein Binding
107.16
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
2.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-11167.89
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.36
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
3.99
Micronucleos
Toxic
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
Toxic
T. Pyriformis
-871539498.91
Rat (Acute)
2.32
Rat (Chronic Oral)
4.61
Fathead Minnow
1100140.37
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
98022265.77
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-19.98
Log(P)
20.94
Log S
-8.25
Log(Vapor Pressure)
-3227694.22
Melting Point
113.77
pKa Acid
-23436.87
pKa Basic
-159.38

No predicted protein targets found for this compound.

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