Tanzawaic acid H - Compound Card

Tanzawaic acid H

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Tanzawaic acid H

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Carboxylic Acid
Canonical Smiles OC[C@H]1C[C@@H](C)[C@H]2[C@H](C1)[C@@H](O)C=C([C@@H]2/C=C/C=C/C(=O)O)C
InChI InChI=1S/C18H26O4/c1-11-8-16(20)15-9-13(10-19)7-12(2)18(15)14(11)5-3-4-6-17(21)22/h3-6,8,12-16,18-20H,7,9-10H2,1-2H3,(H,21,22)/b5-3+,6-4+/t12-,13+,14+,15-,16+,18-/m1/s1
InChIKey KUVSXNIEVWRYCQ-PIOYMUNPSA-N
Formula C18H26O4
HBA 3
HBD 3
MW 306.4
Rotatable Bonds 4
TPSA 77.76
LogP 2.39
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 306.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Penicillium citrinum Trichocomaceae Fungi 5077

Showing of synonyms

  • El-Neketi M, Ebrahim W, et al. (2013). Alkaloids and polyketides from Penicillium citrinum, an endophyte isolated from the Moroccan plant Ceratonia siliqua. Journal of Natural Products,2013,76(6),1099-1104. [View] [PubMed]
Pubchem: 71726409
Nmrshiftdb2: 70023956

No compound-protein relationship available.

Structure

SMILES: C1C=CCC(C12)CCCC2

Level: 0

Mol. Weight: 306.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.13
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.780
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.620
Plasma Protein Binding
75.65
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.610
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.190
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.150
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.030
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
1.540
Rat (Acute)
2.810
Rat (Chronic Oral)
2.450
Fathead Minnow
4.020
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
400.630
Hydration Free Energy
-8.510
Log(D) at pH=7.4
-0.010
Log(P)
2.4
Log S
-3.53
Log(Vapor Pressure)
-8.51
Melting Point
193.74
pKa Acid
5.45
pKa Basic
5.43
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8572
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8572
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7910
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7910
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7829
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7829
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7674
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7674
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7603
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7603
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7555
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7555
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7524
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7524
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7495
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7495
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7303
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7303
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7268
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7268
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7122
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7122
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7093
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7093
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7091
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7091
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7007
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7007

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