Daturametelin D - Compound Card

Daturametelin D

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Daturametelin D

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Withanolide-Type Steroid
Canonical Smiles COCC1C(=O)O[C@@H]2C[C@@]1(C)OC[C@H]2[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)C=CC2
InChI InChI=1S/C29H40O5/c1-27-13-12-22-18(9-8-17-6-5-7-25(30)29(17,22)3)20(27)10-11-21(27)19-15-33-28(2)14-24(19)34-26(31)23(28)16-32-4/h5,7-8,18-24H,6,9-16H2,1-4H3/t18-,19-,20-,21+,22-,23?,24+,27-,28+,29-/m0/s1
InChIKey QSAFWOIVMCIKKR-MZLZUQKWSA-N
Formula C29H40O5
HBA 5
HBD 0
MW 468.63
Rotatable Bonds 3
TPSA 61.83
LogP 4.89
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.79
Exact Mass 468.29
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Datura metel Solanaceae Plantae 35625

Showing of synonyms

  • Bellila A, Tremblay C, et al. (2011). Cytotoxic activity of withanolides isolated from Tunisian Datura metel L.. Phytochemistry,2011,72(16),2031-2036. [View] [PubMed]
Pubchem: 101588714

No compound-protein relationship available.

Structure

SMILES: O=C1C=CCC(=CC2)C1C(CC3)C2C(C34)CCC4C(C56)COC(C5)CC(=O)O6

Level: 1

Mol. Weight: 468.63 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3C(=O)C=CC4

Level: 0

Mol. Weight: 468.63 g/mol

Structure

SMILES: C12CC(=O)OC(C1)CCO2

Level: 0

Mol. Weight: 468.63 g/mol

Anticancer

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.670
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.910
Plasma Protein Binding
74.12
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.380
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.270
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.130
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.620
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-366.750
Rat (Acute)
2.220
Rat (Chronic Oral)
1.690
Fathead Minnow
3.960
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
515.980
Hydration Free Energy
-3.040
Log(D) at pH=7.4
4.380
Log(P)
4.14
Log S
-6.4
Log(Vapor Pressure)
-8.34
Melting Point
203.17
pKa Acid
9.18
pKa Basic
5.04
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 0.9317
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9317
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8338
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8338
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7945
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7945
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7941
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7941
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7732
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7732
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7706
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7706
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7246
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7246
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7076
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7076
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7074
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7074

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