Daturamalakin B - Compound Card

Daturamalakin B

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Daturamalakin B

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Withanolide-Type Steroid
Canonical Smiles OC[C@@H]([C@H]1CC[C@@H]2[C@]1(C)[C@@H](O)C[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)C=CC2)[C@H]1CC(=C(C(=O)O1)CO)C
InChI InChI=1S/C28H38O6/c1-15-11-23(34-26(33)18(15)13-29)19(14-30)21-10-9-20-17-8-7-16-5-4-6-24(31)27(16,2)22(17)12-25(32)28(20,21)3/h4,6-7,17,19-23,25,29-30,32H,5,8-14H2,1-3H3/t17-,19-,20-,21+,22-,23+,25-,27-,28-/m0/s1
InChIKey KSVNZTZNIXLLPU-JUUSFCBFSA-N
Formula C28H38O6
HBA 6
HBD 3
MW 470.61
Rotatable Bonds 4
TPSA 104.06
LogP 3.11
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.71
Exact Mass 470.27
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: 162817074

No compound-protein relationship available.

Structure

SMILES: O=C1C=CCC(O1)CC2CCC(C23)C4C(CC3)C5C(=CC4)CC=CC5=O

Level: 1

Mol. Weight: 470.61 g/mol

Structure

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

Level: 0

Mol. Weight: 470.61 g/mol

Structure

SMILES: O=C1C=CCCO1

Level: 0

Mol. Weight: 470.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.92
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.57

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.17
Plasma Protein Binding
71.31
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.92
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.83
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.62
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.56
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Toxic
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-277.29
Rat (Acute)
3.4
Rat (Chronic Oral)
2.14
Fathead Minnow
4.02
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
534.38
Hydration Free Energy
-2.94
Log(D) at pH=7.4
2.52
Log(P)
2.46
Log S
-4.38
Log(Vapor Pressure)
-9.74
Melting Point
233.15
pKa Acid
7.04
pKa Basic
5.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8744
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8744
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8410
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8410
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8372
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8372
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8298
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8298
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8138
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8138
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7897
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7897
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7886
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7886
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7521
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7521
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7191
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7191
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7170
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7170
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7116
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7116
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7060
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7060
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7037
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7037

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