3alpha,8beta-dihydroxygermacr-4(15),9(10)-dien-7beta,11alphaH,12,6alpha-olide - Compound Card

3alpha,8beta-dihydroxygermacr-4(15),9(10)-dien-7beta,11alphaH,12,6alpha-olide

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3alpha,8beta-dihydroxygermacr-4(15),9(10)-dien-7beta,11alphaH,12,6alpha-olide

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C/1=C/[C@@H](O)[C@H]2[C@@H](CC(=C)[C@@H](CC1)O)CC(=O)[C@@H]2C
InChI InChI=1S/C16H24O3/c1-9-4-5-13(17)10(2)7-12-8-14(18)11(3)16(12)15(19)6-9/h6,11-13,15-17,19H,2,4-5,7-8H2,1,3H3/b9-6-/t11-,12-,13+,15+,16+/m0/s1
InChIKey NGDCPTIKHPDUBT-QZSSOVQTSA-N
Formula C16H24O3
HBA 3
HBD 2
MW 264.36
Rotatable Bonds 0
TPSA 57.53
LogP 2.24
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 264.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia herba-alba Asteraceae Plantae 72329

Showing of synonyms

  • Mohamed T.A, Abd El Aty A.A, et al. (2021). New antimicrobial metabolites from the medicinal herb Artemisia herba-Alba. Natural product research, 2021, 35(12), 1959-1967. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCCC=CCC(C12)CC(=O)C2

Level: 0

Mol. Weight: 264.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.25
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.53
Plasma Protein Binding
49.72
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
9.18
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.44
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.28
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.85
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
-2.84
Rat (Acute)
2.9
Rat (Chronic Oral)
1.84
Fathead Minnow
3.88
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
366.29
Hydration Free Energy
-10.1
Log(D) at pH=7.4
0.79
Log(P)
2.03
Log S
-1.86
Log(Vapor Pressure)
-6.17
Melting Point
137.75
pKa Acid
8.76
pKa Basic
5.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9360
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7892
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7766
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7260
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7157
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7079
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7056
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7025

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