Rel-(1R,2S,3R,4R,6S)-p-menthane-1,2,3,6-tetrol - Compound Card

Rel-(1R,2S,3R,4R,6S)-p-menthane-1,2,3,6-tetrol

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Rel-(1R,2S,3R,4R,6S)-p-menthane-1,2,3,6-tetrol

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpenoid
Canonical Smiles CC([C@H]1C[C@H](O)[C@@](C[C@@H]1O)(C)O)C
InChI InChI=1S/C10H20O3/c1-6(2)7-4-9(12)10(3,13)5-8(7)11/h6-9,11-13H,4-5H2,1-3H3/t7-,8+,9+,10+/m1/s1
InChIKey BJZRFKXFOOGZMJ-KATARQTJSA-N
Formula C10H20O3
HBA 3
HBD 3
MW 188.27
Rotatable Bonds 1
TPSA 60.69
LogP 0.53
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 188.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Foeniculum vulgare Apiaceae Plantae 2849586

Showing of synonyms

  • Zellagui A, Gherraf N, et al. (2011). Chemical constituents from Algerian Foeniculum vulgare aerial parts and evaluation of antimicrobial activity. Journal of the Chilean Chemical Society,2011,56(3),759-763. [View]
Pubchem: 162829292
Nmrshiftdb2: 70033890

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 188.27 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.93
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.57
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.33
Plasma Protein Binding
35.15
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
3.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.29
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.72
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
0.09
Rat (Acute)
1.6
Rat (Chronic Oral)
1.96
Fathead Minnow
2.25
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
298.21
Hydration Free Energy
-12.78
Log(D) at pH=7.4
0.66
Log(P)
0.84
Log S
-1.06
Log(Vapor Pressure)
-4.85
Melting Point
124.59
pKa Acid
9.95
pKa Basic
7.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8690
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8690
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8646
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8646
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8589
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8589
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8558
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8558
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7829
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7829
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7739
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7739
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7738
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7738
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7733
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7733
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7706
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7706
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7496
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7496
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7472
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7472
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7379
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7379
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7345
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7345
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7318
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7318
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7279
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7279
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7247
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7247
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7236
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7236
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7216
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7216
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7194
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7194
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7122
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7122
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7115
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7115
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7111
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7111
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7073
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7073
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7056
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7056
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7044
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7044
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7022
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7022

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