1beta,6alpha-dihydroxy-7epi-eudesm-4(15)-ene - Compound Card

1beta,6alpha-dihydroxy-7epi-eudesm-4(15)-ene

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1beta,6alpha-dihydroxy-7epi-eudesm-4(15)-ene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C1CC[C@H]([C@]2([C@H]1[C@@H](O)[C@H](CC2)C(C)C)C)O
InChI InChI=1S/C15H26O2/c1-9(2)11-7-8-15(4)12(16)6-5-10(3)13(15)14(11)17/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12-,13-,14+,15+/m1/s1
InChIKey WKKJGHCXVKEJNU-ZSAUSMIDSA-N
Formula C15H26O2
HBA 2
HBD 2
MW 238.37
Rotatable Bonds 1
TPSA 40.46
LogP 2.75
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 238.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pluchea dioscoridis Asteraceae Plantae —

Showing of synonyms

  • Mahmoud AA (1997). 7-Epi-eudesmanes, eudesmanoic acids, eudesmanolides and other sesquiterpenenes from Pluchea dioscoridis. Phytochemistry,1997,45(8),1633-1638. [View]
Pubchem: 10421723
Nmrshiftdb2: 60045968

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 238.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.11
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.73

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.54
Plasma Protein Binding
49.65
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.64
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.1
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.19
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.7
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
-0.82
Rat (Acute)
2.21
Rat (Chronic Oral)
1.81
Fathead Minnow
3.79
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
307.67
Hydration Free Energy
-5.75
Log(D) at pH=7.4
2.32
Log(P)
3.57
Log S
-2.77
Log(Vapor Pressure)
-4.7
Melting Point
120.48
pKa Acid
11.31
pKa Basic
8.55
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 0.9136
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9136
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8499
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8499
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8368
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8368
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8148
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8148
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8070
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8070
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7853
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7853
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7839
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7839
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7722
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7722
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7702
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7702
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7691
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7691
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7643
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7643
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7480
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7480
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7465
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7465
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7430
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7430
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7422
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7422
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7231
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7231
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7218
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7218
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7124
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7124
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7120
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7120
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7048
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7048
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7048
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7048
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7028
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7028
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7027
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7027
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7022
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7022

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