Lasidiol-10-anisate - Compound Card

Lasidiol-10-anisate

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Lasidiol-10-anisate

Structure
Zoomed Structure
  • Family: Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles COc1ccc(cc1)C(=O)O[C@H]1C=C(C)CC[C@]2([C@]1(C)CC[C@@H]2C(C)C)O
InChI InChI=1S/C23H32O4/c1-15(2)19-11-12-22(4)20(14-16(3)10-13-23(19,22)25)27-21(24)17-6-8-18(26-5)9-7-17/h6-9,14-15,19-20,25H,10-13H2,1-5H3/t19-,20+,22-,23+/m1/s1
InChIKey IYDWZZNRGMWKMG-SKWRMQMOSA-N
Formula C23H32O4
HBA 4
HBD 1
MW 372.51
Rotatable Bonds 4
TPSA 55.76
LogP 4.76
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 372.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula vesceritensis Apiaceae Plantae 1514058

Showing of synonyms

  • Oughlissi-Dehak K, Lawton P, et al. (2008). Sesquiterpenes from aerial parts of Ferula vesceritensis. Phytochemistry,2008,69(9),1933-1938. [View] [PubMed]
Pubchem: 162891810
Nmrshiftdb2: 70003257

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2C=CCCC(C23)CCC3

Level: 1

Mol. Weight: 256.34 g/mol

Structure

SMILES: C1CCC(C12)CCC=CC2

Level: 0

Mol. Weight: 136.24 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.510
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.690
Plasma Protein Binding
80.05
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.940
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.600
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.230
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3.560
Rat (Acute)
2.490
Rat (Chronic Oral)
2.080
Fathead Minnow
3.960
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
387.250
Hydration Free Energy
-4.020
Log(D) at pH=7.4
4.650
Log(P)
5.58
Log S
-5.6
Log(Vapor Pressure)
-6.38
Melting Point
132.91
pKa Acid
9.41
pKa Basic
4.95
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9578
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9578
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9182
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9182
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8188
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8188
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8178
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8178
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8147
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8147
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7919
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7919
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7586
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7586
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7572
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7572
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7558
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7558
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7551
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7551
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7533
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7533
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7360
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7360
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7359
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7359
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7347
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7347
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7324
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7324
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7304
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7304
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7298
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7298
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7293
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7293
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7270
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7270
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7240
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7240
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7228
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7228
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7217
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7217
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7211
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7211
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7136
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7136
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7132
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7132
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7092
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7092
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7075
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7075
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7072
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7072
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7064
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7064
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7037
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7037
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7017
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7017

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