6-O-tigloyl-8-O-senecioyl-1alpha,6beta,8alpha,11-tetrahydroxygermacra-4E,10(14)-diene - Compound Card

6-O-tigloyl-8-O-senecioyl-1alpha,6beta,8alpha,11-tetrahydroxygermacra-4E,10(14)-diene

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6-O-tigloyl-8-O-senecioyl-1alpha,6beta,8alpha,11-tetrahydroxygermacra-4E,10(14)-diene

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C=C(/C(=O)O[C@H]1/C=C(\C)/CC[C@@H](C(=C)C[C@@H]([C@H]1C(O)(C)C)OC(=O)C=C(C)C)O)\C
InChI InChI=1S/C25H38O6/c1-9-17(5)24(28)31-20-13-16(4)10-11-19(26)18(6)14-21(23(20)25(7,8)29)30-22(27)12-15(2)3/h9,12-13,19-21,23,26,29H,6,10-11,14H2,1-5,7-8H3/b16-13+,17-9+/t19-,20-,21-,23-/m0/s1
InChIKey HKFHREZXGIXIKU-TXBHCXQVSA-N
Formula C25H38O6
HBA 6
HBD 2
MW 434.57
Rotatable Bonds 5
TPSA 93.06
LogP 4.18
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 434.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Daucus carota Apiaceae Plantae 4039

Showing of synonyms

  • Sirignano C, Hammami S, et al. (2021). Polyoxygenated germacranes from Daucus carota and their antimalarial transmission blocking activity. Phytochemistry, 2021, 183,112632.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC=CCCCC1

Level: 0

Mol. Weight: 434.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
72.55
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
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
0.57
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.45
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-11.94
Rat (Acute)
2.39
Rat (Chronic Oral)
2.09
Fathead Minnow
4.67
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
386.59
Hydration Free Energy
-5.6
Log(D) at pH=7.4
2.5
Log(P)
4.73
Log S
-4.25
Log(Vapor Pressure)
-7.03
Melting Point
127.15
pKa Acid
9.84
pKa Basic
4.26
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8420
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7597
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7547
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7341
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7024

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