Flavomannin B - Compound Card

Flavomannin B

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Flavomannin B

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Cyclic Peptide
Canonical Smiles Oc1cc2cc3CC(C)(O)CC(=O)c3c(c2c(c1c1c(O)cc2c(c1O)cc1c(c2O)C(=O)CC(C1)(C)O)O)O
InChI InChI=1S/C30H26O10/c1-29(39)7-12-3-11-5-16(31)24(28(38)22(11)27(37)21(12)19(34)10-29)23-17(32)6-15-14(26(23)36)4-13-8-30(2,40)9-18(33)20(13)25(15)35/h3-6,31-32,35-40H,7-10H2,1-2H3
InChIKey ZHEPQFOROQPEPI-UHFFFAOYSA-N
Formula C30H26O10
HBA 10
HBD 8
MW 546.53
Rotatable Bonds 1
TPSA 195.98
LogP 3.65
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 546.15
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Talaromyces wortmannii Trichocomaceae Fungi 28567

Showing of synonyms

  • Bara R (2012). Natural Products from Endophytic Fungus Talaromyces wortmannii: Their Structure and mechanism of Actions. PhD Thesis, Institute for Pharmaceutical Biology and Biotechnology, University of Dusseldorf,2012, pp. 1-142.. [View]
Pubchem: 71719515

No compound-protein relationship available.

Structure

SMILES: O=C1CCCc(c12)cc3c(c2)cc(cc3)-c(c4)ccc(c5)c4cc(c56)CCCC6=O

Level: 1

Mol. Weight: 546.53 g/mol

Structure

SMILES: O=C1CCCc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 546.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.38
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.630
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
4.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.820
Plasma Protein Binding
67.09
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.280
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.120
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.860
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.990
Micronucleos
Toxic
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
-2543.840
Rat (Acute)
2.580
Rat (Chronic Oral)
4.570
Fathead Minnow
10.650
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
619.980
Hydration Free Energy
-3.170
Log(D) at pH=7.4
2.740
Log(P)
5.41
Log S
-5.69
Log(Vapor Pressure)
-9.04
Melting Point
307.93
pKa Acid
6.88
pKa Basic
7.14
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8484
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8484
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8412
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8412
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8316
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8316
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7954
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7954
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.7800
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.7800
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7779
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7779
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7614
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7614
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7364
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7364
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7314
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7314
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7250
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7250
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7213
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7213
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7198
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7198
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7175
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7175
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7160
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7160
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7007
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7007
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7006
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7006

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