Cylindracid A - Compound Card

Cylindracid A

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Cylindracid A

Structure
Zoomed Structure
  • Family: Plantae - Gramineae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Prenylated Flavonoid
Canonical Smiles OC/C=C(/C(=O)C[C@H]1[C@@](C)(O)C=CC(=O)C1(C)C)\C
InChI InChI=1S/C15H22O4/c1-10(6-8-16)11(17)9-12-14(2,3)13(18)5-7-15(12,4)19/h5-7,12,16,19H,8-9H2,1-4H3/b10-6+/t12-,15+/m1/s1
InChIKey HXWXSJDOBHMAOB-FTSUVAAWSA-N
Formula C15H22O4
HBA 4
HBD 2
MW 266.34
Rotatable Bonds 4
TPSA 74.6
LogP 1.42
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 266.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Imperata cylindrica Gramineae Plantae 80369

Showing of synonyms

  • Nago RDT, Nayim P, et al. (2021). Prenylated Flavonoids and C-15 Isoprenoid Analogues with Antibacterial Properties from the Whole Plant of Imperata cylindrica (L.) Raeusch (Gramineae). Molecules. 2021, 26(16), 4717. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1C=CCCC1

Level: 0

Mol. Weight: 266.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.51
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.310
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.420
Plasma Protein Binding
50.43
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.980
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.090
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.850
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.580
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
-0.340
Rat (Acute)
2.170
Rat (Chronic Oral)
1.880
Fathead Minnow
4.040
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
335.700
Hydration Free Energy
-12.160
Log(D) at pH=7.4
0.940
Log(P)
0.82
Log S
-1.39
Log(Vapor Pressure)
-5.58
Melting Point
119.81
pKa Acid
9.0
pKa Basic
3.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9056
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.9056
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9017
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8975
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8919
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8834
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8766
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8702
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8490
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8348
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7982
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7931
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7857
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7846
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7817
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7734
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7683
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7675
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7588
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7541
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7509
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7454
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7334
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7268
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7235
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7210
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7119
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7103
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7083
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7069
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7040
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7005

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