1beta,5,12-trihydroxygermacra-1(10),4(15),11(13)-triene - Compound Card

1beta,5,12-trihydroxygermacra-1(10),4(15),11(13)-triene

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1beta,5,12-trihydroxygermacra-1(10),4(15),11(13)-triene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles OCC(=C)C1CCC(=C)C(O)CCC(=C)C(C1)O
InChI InChI=1S/C15H24O3/c1-10-4-6-13(12(3)9-16)8-15(18)11(2)5-7-14(10)17/h13-18H,1-9H2
InChIKey VYJPSNRDHOGIPH-UHFFFAOYSA-N
Formula C15H24O3
HBA 3
HBD 3
MW 252.35
Rotatable Bonds 2
TPSA 60.69
LogP 1.95
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 252.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia herba-alba Asteraceae Plantae 72329

Showing of synonyms

  • Ahmed AA, Abou-El-Ela M, et al. (1990). Eudesmanolides and other constituents from Artemisia herba-alba.. Phytochemistry,1990,29(11),3661-3663. [View]
Pubchem: 14705670
Nmrshiftdb2: 60046277

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(=C)CCCCC1

Level: 0

Mol. Weight: 252.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.77
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.81
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
17.9
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
7.62
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.04
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.43
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.48
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
2.22
Rat (Acute)
2.09
Rat (Chronic Oral)
2.17
Fathead Minnow
3.92
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
343.73
Hydration Free Energy
-11.46
Log(D) at pH=7.4
0.16
Log(P)
1.58
Log S
-1.87
Log(Vapor Pressure)
-6.41
Melting Point
105.69
pKa Acid
9.34
pKa Basic
6.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.9080
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.9080
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8684
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8684
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8544
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8544
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7599
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7599
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7593
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7593
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7279
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7279

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