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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C1CC[C@H]([C@]2(C1[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-/m0/s1
InChIKey WKKJGHCXVKEJNU-AWQNUYMJSA-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 Achillea fragrantissima Asteraceae Plantae 282738
2 Xanthium pungens Asteraceae Plantae 1979456

Showing of synonyms

  • Ahmed AA, Jakupovk J, et al. (1990). Irregular oxygenated monoterpenes from Achillea fragrantissima.. Phytochemistry,1990,29(4),1322-1324. [View]
  • Ahmed AA, Jakupovic J, et al. (1990). Sesquiterpene lactones from Xanthium pungens. Phytochemistry,1990,29(7),2211-2215. [View]
Pubchem: 10466743

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
-2.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.54
Plasma Protein Binding
43.67
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
14.59
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.34
Biodegradation
Safe
Carcinogenesis
Safe
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
3.69
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
-0.01
Rat (Acute)
2.22
Rat (Chronic Oral)
1.8
Fathead Minnow
3.83
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
305.54
Hydration Free Energy
-5.78
Log(D) at pH=7.4
2.24
Log(P)
3.58
Log S
-2.75
Log(Vapor Pressure)
-4.56
Melting Point
120.1
pKa Acid
11.28
pKa Basic
8.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8990
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8990
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8977
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8977
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8466
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8466
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8243
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8243
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8183
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8183
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8080
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8080
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8047
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8047
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8018
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8018
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7917
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7917
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7909
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7909
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7749
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7749
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7614
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7614
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7435
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7435
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7380
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7380
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7378
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7378
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7374
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7374
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7212
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7212
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7175
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7175
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7109
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7109

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