(20S)-3beta,12beta,16beta,25-pentahydroxydammar-23-ene - Compound Card

(20S)-3beta,12beta,16beta,25-pentahydroxydammar-23-ene

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(20S)-3beta,12beta,16beta,25-pentahydroxydammar-23-ene

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles O[C@@H]1C[C@H]2[C@H]([C@@]3(C1[C@@H]([C@H](C/C=C/C(O)(C)C)C)[C@H](C3)O)C)CCC1[C@]2(C)CCC(C1(C)C)(O)O
InChI InChI=1S/C29H50O5/c1-17(9-8-12-25(2,3)32)23-21(31)16-28(7)18-10-11-22-26(4,5)29(33,34)14-13-27(22,6)19(18)15-20(30)24(23)28/h8,12,17-24,30-34H,9-11,13-16H2,1-7H3/b12-8+/t17-,18+,19-,20+,21-,22?,23-,24?,27+,28+/m0/s1
InChIKey SNSPECVHWGUGIS-VOCATBGKSA-N
Formula C29H50O5
HBA 5
HBD 5
MW 478.71
Rotatable Bonds 4
TPSA 101.15
LogP 4.26
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 478.37
Number of Lipinski Rule Violations 0
# 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: 478.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.03
Plasma Protein Binding
81.94
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
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
5.72
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.84
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.1
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.08
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
-87.24
Rat (Acute)
4.09
Rat (Chronic Oral)
2.31
Fathead Minnow
3.83
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
491.6
Hydration Free Energy
-3.0
Log(D) at pH=7.4
3.6
Log(P)
3.96
Log S
-4.57
Log(Vapor Pressure)
-9.5
Melting Point
209.15
pKa Acid
8.84
pKa Basic
8.06
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 0.8682
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8682
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8123
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8123
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8110
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8110
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7927
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7927
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7860
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7860
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7792
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7792
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7681
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7681
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7586
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7586
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7577
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7577
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7340
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7340
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7336
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7336
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7231
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7231
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7190
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7190
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7059
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7059
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7019
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7019
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7018
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7018

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