(7R,10R)-iso-10‐hydroxy-sydowic acid - Compound Card

(7R,10R)-iso-10‐hydroxy-sydowic acid

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(7R,10R)-iso-10‐hydroxy-sydowic acid

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Terpenoid
    • Subclass: Meroterpenoid
Canonical Smiles O[C@H]1CC[C@](OC1(C)C)(C)c1ccc(cc1O)C(=O)O
InChI InChI=1S/C15H20O5/c1-14(2)12(17)6-7-15(3,20-14)10-5-4-9(13(18)19)8-11(10)16/h4-5,8,12,16-17H,6-7H2,1-3H3,(H,18,19)/t12-,15+/m0/s1
InChIKey NJYYNDIOQUHINB-SWLSCSKDSA-N
Formula C15H20O5
HBA 4
HBD 3
MW 280.32
Rotatable Bonds 2
TPSA 86.99
LogP 2.26
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 280.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus versicolor Trichocomaceae Fungi 46472

Showing of synonyms

  • Elsbaey M, Tanaka C, et al. (2019). New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor. Phytochemistry Letters,2019,32,70-76. [View]
Pubchem: 139584932
Nmrshiftdb2: 70011505

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C2CCCCO2

Level: 1

Mol. Weight: 280.32 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 280.32 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 280.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.22
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.8
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.45
Plasma Protein Binding
61.88
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.16
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.95
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.81
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
0.01
Rat (Acute)
2.18
Rat (Chronic Oral)
2.52
Fathead Minnow
3.89
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
338.99
Hydration Free Energy
-11.44
Log(D) at pH=7.4
-0.01
Log(P)
2.61
Log S
-2.64
Log(Vapor Pressure)
-6.89
Melting Point
193.09
pKa Acid
5.58
pKa Basic
5.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8949
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8918
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8652
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8488
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.8376
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.8287
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8133
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8082
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8074
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8045
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7989
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7978
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7972
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7943
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7938
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7906
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7838
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7817
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7776
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7682
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7670
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7665
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7640
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7633
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7584
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7561
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7545
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7509
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7365
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7348
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7275
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.7230
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7199
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7188
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7157
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7042
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7019

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