3beta-acetoxy-16beta-hydroxydammar-24-ene - Compound Card

3beta-acetoxy-16beta-hydroxydammar-24-ene

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3beta-acetoxy-16beta-hydroxydammar-24-ene

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles CC(=CCC[C@H]([C@H]1[C@@H](O)C[C@]2(C1CC[C@H]1[C@H]2CCC2[C@]1(C)CC[C@@H](C2(C)C)OC(=O)C)C)C)C
InChI InChI=1S/C31H52O3/c1-19(2)10-9-11-20(3)28-24-13-12-22-23(31(24,8)18-25(28)33)14-15-26-29(5,6)27(34-21(4)32)16-17-30(22,26)7/h10,20,22-28,33H,9,11-18H2,1-8H3/t20-,22+,23-,24?,25+,26?,27+,28-,30-,31-/m1/s1
InChIKey YIIIRKNNSIHWMJ-OBSOAVOYSA-N
Formula C31H52O3
HBA 3
HBD 1
MW 472.75
Rotatable Bonds 5
TPSA 46.53
LogP 7.57
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 472.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora confusa Burseraceae Plantae 43868

Showing of synonyms

  • Manguro LO, Ugi I, et al. (2003). Dammarane triterpenes of Commiphora confusa resin. Chemical and Pharmaceutical Bulletin,2003,51(5),483-486. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 472.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.74
Plasma Protein Binding
84.84
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.95
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.13
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.77
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-130.16
Rat (Acute)
1.83
Rat (Chronic Oral)
1.65
Fathead Minnow
4.1
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
474.69
Hydration Free Energy
-2.66
Log(D) at pH=7.4
6.7
Log(P)
8.23
Log S
-7.03
Log(Vapor Pressure)
-8.09
Melting Point
158.3
pKa Acid
12.23
pKa Basic
7.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9380
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9380
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8447
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8447
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8187
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8187
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8091
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8091
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8002
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8002
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7567
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7567
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7442
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7442
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7314
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7314
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7232
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7232
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7219
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7219
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7158
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7158
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7104
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7104
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7073
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7073
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7061
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7061
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7049
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7049

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