(-)(1R,2S,3S,4S)-1,2,3,4-tetrahydroxy-p-menthane - Compound Card

(-)(1R,2S,3S,4S)-1,2,3,4-tetrahydroxy-p-menthane

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(-)(1R,2S,3S,4S)-1,2,3,4-tetrahydroxy-p-menthane

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC([C@@]1(O)CC[C@@]([C@H]([C@@H]1O)O)(C)O)C
InChI InChI=1S/C10H20O4/c1-6(2)10(14)5-4-9(3,13)7(11)8(10)12/h6-8,11-14H,4-5H2,1-3H3/t7-,8-,9+,10-/m0/s1
InChIKey FQWSJPMTOUOVCC-QEYWKRMJSA-N
Formula C10H20O4
HBA 4
HBD 4
MW 204.27
Rotatable Bonds 1
TPSA 80.92
LogP -0.36
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 204.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Chenopodium ambrosioides Chenopodiaceae Plantae 330163

Showing of synonyms

  • Ahmed AA (2000). Highly oxygenated monoterpenes from Chenopodium ambrosioides. Journal of Natural Products,2000,63(7),989-991. [View] [PubMed]
Pubchem: 102007446

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 204.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.45
Plasma Protein Binding
41.78
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
1.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.38
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.87
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.04
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
-1.35
Rat (Acute)
1.47
Rat (Chronic Oral)
2.49
Fathead Minnow
1.88
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
341.87
Hydration Free Energy
-18.79
Log(D) at pH=7.4
-0.34
Log(P)
0.17
Log S
-1.29
Log(Vapor Pressure)
-8.35
Melting Point
144.61
pKa Acid
8.92
pKa Basic
6.39
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 0.9163
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9163
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8330
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8330
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8262
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8262
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8033
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8033
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7546
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7546
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7533
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7533
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7366
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7366
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7282
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7282
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7245
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7245
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7218
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7218
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7181
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7181
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7167
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7167
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7121
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7121
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7064
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7064
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 4 0.7041
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 4 0.7041

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