Biscognienyne D - Compound Card

Biscognienyne D

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Biscognienyne D

Structure
Zoomed Structure
  • Family: Fungi - Amphisphaeriaceae
  • Kingdom: Fungi
  • Class: Terpenoid
    • Subclass: Meroterpenoid
Canonical Smiles CC(=CC[C@@]12[C@@H](O1)[C@H](C=C([C@H]2O)C#CC(=C)C)O)C
InChI InChI=1S/C16H20O3/c1-10(2)5-6-12-9-13(17)15-16(19-15,14(12)18)8-7-11(3)4/h7,9,13-15,17-18H,1,8H2,2-4H3/t13-,14+,15-,16+/m0/s1
InChIKey UAAPCPSYCUMTPM-XUWVNRHRSA-N
Formula C16H20O3
HBA 3
HBD 2
MW 260.33
Rotatable Bonds 2
TPSA 52.99
LogP 1.72
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 260.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudopestalotiopsis theae Amphisphaeriaceae Fungi 218556

Showing of synonyms

  • Akone SH, Wang H, et al. (2022). Prenylated cyclohexene-type meroterpenoids and sulfur-containing xanthones produced by Pseudopestalotiopsis theae. Phytochemistry, 2022, 197:113124. [View] [PubMed]
Pubchem: 170989647

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CC=CC1

Level: 0

Mol. Weight: 260.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.05
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.28
Plasma Protein Binding
19.63
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
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
14.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.23
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.06
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.1
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
0.78
Rat (Acute)
2.2
Rat (Chronic Oral)
1.88
Fathead Minnow
4.09
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
337.77
Hydration Free Energy
-9.81
Log(D) at pH=7.4
1.39
Log(P)
2.92
Log S
-2.83
Log(Vapor Pressure)
-5.94
Melting Point
100.63
pKa Acid
5.99
pKa Basic
2.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.9603
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.9603
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9311
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9311
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9220
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9220
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9038
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9038
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8982
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8982
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8896
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8896
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8771
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8771
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8534
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8534
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8448
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8448
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8257
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8257
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.8233
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.8233
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8205
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8205
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8142
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8142
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7809
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7809
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7754
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7754
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7730
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7730
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7687
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7687
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7597
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7597
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7578
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7578
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7568
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7568
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7528
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7528
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7440
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7440
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7324
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7324
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 3 0.7311
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 3 0.7311
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7306
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7306
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7306
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7306
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7256
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7256
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7251
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7251
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7225
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7225
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7164
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7164
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7137
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7137
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7134
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7134
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7117
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7117
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7096
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7096
Cartilage oligomeric matrix protein Q9R0G6 COMP_MOUSE Mus musculus 3 0.7077
Cartilage oligomeric matrix protein Q9R0G6 COMP_MOUSE Mus musculus 3 0.7077

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