Neovasifurarone B - Compound Card

Neovasifurarone B

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Neovasifurarone B

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Lignan
Canonical Smiles CC[C@@H]([C@@H](/C(=C/[C@]1(C)OC(=C(C1=O)CC)CC)/C)C)C
InChI InChI=1S/C18H30O2/c1-8-12(4)14(6)13(5)11-18(7)17(19)15(9-2)16(10-3)20-18/h11-12,14H,8-10H2,1-7H3/b13-11+/t12-,14-,18-/m0/s1
InChIKey GFIXOTDHKOEHQD-GVTFZOASSA-N
Formula C18H30O2
HBA 2
HBD 0
MW 278.44
Rotatable Bonds 6
TPSA 26.3
LogP 5.05
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 278.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus japonicus Trichocomaceae Fungi 34381

Showing of synonyms

  • Jouda JB, Fopossi JD, et al. (2017). Secondary metabolites from Aspergillus japonicus CAM231, an endophytic fungus associated with Garcinia preussii.. Natural product research,2017, 31(8), 861-869. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1C=COC1

Level: 0

Mol. Weight: 278.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.33
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.61
Plasma Protein Binding
79.64
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
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
11.03
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.54
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.9
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.78
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
0.24
Rat (Acute)
1.88
Rat (Chronic Oral)
1.54
Fathead Minnow
4.58
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
297.62
Hydration Free Energy
-2.78
Log(D) at pH=7.4
4.33
Log(P)
5.57
Log S
-5.24
Log(Vapor Pressure)
-3.6
Melting Point
17.81
pKa Acid
10.61
pKa Basic
5.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8744
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8567
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8522
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8374
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8316
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8302
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8192
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8028
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.8025
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7999
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7890
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7818
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7771
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7757
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7726
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7697
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7690
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7673
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7625
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7612
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7609
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7560
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7535
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7479
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7473
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7422
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7419
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7405
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7404
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7397
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7390
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7389
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7240
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7172
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7160
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7154
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7144
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7138
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7136
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7128
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7095
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7072
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7031
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7026
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7019
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7016

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