3beta,16beta,20(R)-trihydroxydammar-24-ene - Compound Card

3beta,16beta,20(R)-trihydroxydammar-24-ene

Select a section from the left sidebar

3beta,16beta,20(R)-trihydroxydammar-24-ene

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles CC(=CCC[C@]([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)O)C)(O)C)C
InChI InChI=1S/C29H50O3/c1-18(2)9-8-15-29(7,32)25-21-11-10-19-20(28(21,6)17-22(25)30)12-13-23-26(3,4)24(31)14-16-27(19,23)5/h9,19-25,30-32H,8,10-17H2,1-7H3/t19-,20+,21?,22-,23?,24-,25+,27+,28+,29+/m0/s1
InChIKey WTNAFFZVEKGSNK-YBEXUIKYSA-N
Formula C29H50O3
HBA 3
HBD 3
MW 446.72
Rotatable Bonds 4
TPSA 60.69
LogP 6.11
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 446.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora kua Burseraceae Plantae 246356

Showing of synonyms

  • Manguro LO, Ugi I, et al. (2003). Further bisabolenes and dammarane triterpenes of Commiphora kua resin.. Chemical and Pharmaceutical Bulletin,2003,51(5),479-482. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 446.72 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.3
Plasma Protein Binding
80.67
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
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
8.78
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.04
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.72
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.53
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
-48.52
Rat (Acute)
2.28
Rat (Chronic Oral)
1.86
Fathead Minnow
3.88
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
449.08
Hydration Free Energy
-3.59
Log(D) at pH=7.4
5.45
Log(P)
6.72
Log S
-6.25
Log(Vapor Pressure)
-8.64
Melting Point
196.58
pKa Acid
11.44
pKa Basic
8.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8672
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8672
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8656
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8656
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8312
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8312
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8256
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8256
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8158
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8158
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8078
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8078
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8051
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8051
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8006
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8006
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7976
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7976
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7848
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7848
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7812
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7812
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7716
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7716
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7630
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7630
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7589
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7589
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7567
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7567
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7319
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7319
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7294
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7294
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7231
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7231
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7187
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7187
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7156
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7156
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7120
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7120
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7064
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7064
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7022
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7022

Download SDF