3,15-dioxofriedelane - Compound Card

3,15-dioxofriedelane

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3,15-dioxofriedelane

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Pentacyclic Triterpenoid
Canonical Smiles O=C1CCC2[C@]([C@H]1C)(C)CCC1[C@@]2(C)CC[C@@]2([C@]1(C)C(=O)C[C@@]1(C2CC(C)(C)CC1)C)C
InChI InChI=1S/C30H48O2/c1-19-20(31)9-10-21-27(19,5)12-11-22-28(21,6)15-16-29(7)23-17-25(2,3)13-14-26(23,4)18-24(32)30(22,29)8/h19,21-23H,9-18H2,1-8H3/t19-,21?,22?,23?,26+,27+,28-,29-,30-/m0/s1
InChIKey QFRCURHUZZMOMI-KAMHJXMMSA-N
Formula C30H48O2
HBA 2
HBD 0
MW 440.71
Rotatable Bonds 0
TPSA 34.14
LogP 7.64
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 440.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Drypetes tessmanniana Euphorbiaceae Plantae 2708816

Showing of synonyms

  • Kuete V, Dongfack MD, et al. (2010). Antimicrobial activity of the methanolic extract and compounds from the stem bark of Drypetes tessmanniana.. Chinese journal of integrative medicine,2010, 16(4), 337-343. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2=O)C1C3CCC(C4C23)C5C(CC4)CC(=O)CC5

Level: 0

Mol. Weight: 440.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.540
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.170
Plasma Protein Binding
85.71
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
13.980
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.470
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.110
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.910
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
-48.090
Rat (Acute)
2.030
Rat (Chronic Oral)
1.380
Fathead Minnow
4.070
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
459.380
Hydration Free Energy
-3.270
Log(D) at pH=7.4
5.880
Log(P)
6.89
Log S
-5.98
Log(Vapor Pressure)
-8.01
Melting Point
244.67
pKa Acid
9.83
pKa Basic
5.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8492
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7795
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7613
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7541
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7298
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7101
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7043
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7026

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