5-p-hydroxybenzoyl ester of ferutiol - Compound Card

5-p-hydroxybenzoyl ester of ferutiol

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5-p-hydroxybenzoyl ester of ferutiol

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C=C(\C(=O)O[C@@H]1C=C(CO)CC[C@]2([C@]1(C)C(=O)CC2C(C)C)O)/C
InChI InChI=1S/C20H30O5/c1-6-13(4)18(23)25-17-9-14(11-21)7-8-20(24)15(12(2)3)10-16(22)19(17,20)5/h6,9,12,15,17,21,24H,7-8,10-11H2,1-5H3/b13-6-/t15?,17-,19-,20+/m1/s1
InChIKey UXXJAHJNHYCPJW-COSLCVDNSA-N
Formula C20H30O5
HBA 5
HBD 2
MW 350.46
Rotatable Bonds 4
TPSA 83.83
LogP 2.56
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 350.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula sinaica Apiaceae Plantae 1514050

Showing of synonyms

  • Ahmed AA (1990). New Sesquiterpenes from Ferula sinaica. Journal of Natural Products,1990,53(2),483-486. [View] [PubMed]
Pubchem: 162917862

No compound-protein relationship available.

Structure

SMILES: O=C1CCC(C12)CCC=CC2

Level: 0

Mol. Weight: 350.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
58.77
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
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
6.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.46
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.39
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
-3.89
Rat (Acute)
3.55
Rat (Chronic Oral)
1.93
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
359.49
Hydration Free Energy
-8.03
Log(D) at pH=7.4
2.12
Log(P)
2.58
Log S
-2.92
Log(Vapor Pressure)
-6.3
Melting Point
127.11
pKa Acid
7.6
pKa Basic
4.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8822
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8822
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8365
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8365
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8348
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8348
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8278
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8278
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8094
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8094
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8085
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8085
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8077
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8077
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7648
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7648
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7617
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7617
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7502
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7502
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7491
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7491
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7456
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7456
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7378
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7378
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7165
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7165
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7139
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7139
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7098
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7098
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7091
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7091
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7064
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7064
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7009
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7009

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