10beta-hydroxycichopumilode - Compound Card

10beta-hydroxycichopumilode

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10beta-hydroxycichopumilode

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles CC1=C2[C@H]3OC(=O)C(=C)C3C[C@]([C@H]2CC1)(C)O
InChI InChI=1S/C14H18O3/c1-7-4-5-10-11(7)12-9(6-14(10,3)16)8(2)13(15)17-12/h9-10,12,16H,2,4-6H2,1,3H3/t9?,10-,12-,14-/m0/s1
InChIKey YPVOPYGJEZCBCH-BFPAISITSA-N
Formula C14H18O3
HBA 3
HBD 1
MW 234.29
Rotatable Bonds 0
TPSA 46.53
LogP 1.97
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.64
Exact Mass 234.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sonchus macrocarpus Asteraceae Plantae 2984305

Showing of synonyms

  • Mahmoud Z, El-Masry S, et al. (1984). Sesquiterpene lactones from Sonchus macrocarpus. Phytochemistry,1984,23(5),1105-1107. [View]
Pubchem: 162816852

No compound-protein relationship available.

Structure

SMILES: O=C(O1)C(=C)C(C1C=23)CCC3CCC2

Level: 0

Mol. Weight: 234.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.37
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.49
Plasma Protein Binding
37.11
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
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
9.72
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.72
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.89
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
1.23
Rat (Acute)
2.48
Rat (Chronic Oral)
1.63
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
314.22
Hydration Free Energy
-5.83
Log(D) at pH=7.4
1.57
Log(P)
1.46
Log S
-2.42
Log(Vapor Pressure)
-4.95
Melting Point
124.92
pKa Acid
9.06
pKa Basic
6.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8036
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8036
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8032
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8032
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7990
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7990
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7859
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7859
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7697
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7697
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7667
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7667
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7504
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7504
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7462
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7462
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7461
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7461
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7450
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7450
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7439
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7439
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7402
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7402
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7293
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7293
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7226
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7226
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7183
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7183
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7137
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7137
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7089
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7089
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7039
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7039

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