Daturamalakin A - Compound Card

Daturamalakin A

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Daturamalakin A

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Withanolide-Type Steroid
Canonical Smiles O[C@H]1C[C@H](O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H]2CO[C@@]3(C[C@H]2OC(=O)C3=C)C)C)C1)C
InChI InChI=1S/C28H40O5/c1-15-25(31)33-23-13-27(15,3)32-14-19(23)21-8-7-20-18-6-5-16-11-17(29)12-24(30)28(16,4)22(18)9-10-26(20,21)2/h5,17-24,29-30H,1,6-14H2,2-4H3/t17-,18+,19+,20+,21-,22+,23-,24+,26+,27-,28+/m1/s1
InChIKey QLUFYOSHSHDJMS-QKMUDTJCSA-N
Formula C28H40O5
HBA 5
HBD 2
MW 456.62
Rotatable Bonds 1
TPSA 75.99
LogP 4.17
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 456.29
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: 162885995

No compound-protein relationship available.

Structure

SMILES: C=C(C12)C(=O)OC(C1)C(CO2)C3CCC(C34)C5C(CC4)C6C(=CC5)CCCC6

Level: 1

Mol. Weight: 456.62 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 456.62 g/mol

Structure

SMILES: C=C(C12)C(=O)OC(C1)CCO2

Level: 0

Mol. Weight: 456.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.32
Plasma Protein Binding
74.86
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
9.11
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.1
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.6
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.94
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
Toxic
T. Pyriformis
-196.62
Rat (Acute)
3.07
Rat (Chronic Oral)
2.06
Fathead Minnow
3.87
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
494.61
Hydration Free Energy
-2.95
Log(D) at pH=7.4
3.99
Log(P)
3.8
Log S
-5.56
Log(Vapor Pressure)
-9.72
Melting Point
232.09
pKa Acid
9.84
pKa Basic
5.96
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 0.9104
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9104
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8837
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8837
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8781
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8781
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8611
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8611
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8282
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8282
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8062
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8062
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7777
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7777
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7682
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7682
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7575
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7575
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7526
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7526
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7524
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7524
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7441
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7441
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7431
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7431
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7429
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7429
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7321
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7321
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7224
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7224
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7170
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7170

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