13-acetoxy-17-hydroxy-labda-8,14-diene-17-O-(xylopyranoside triacetate) - Compound Card

13-acetoxy-17-hydroxy-labda-8,14-diene-17-O-(xylopyranoside triacetate)

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13-acetoxy-17-hydroxy-labda-8,14-diene-17-O-(xylopyranoside triacetate)

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Labdane Diterpenoid
Canonical Smiles C=C[C@H](OC(=O)C)CCC1=C(CC[C@H]2[C@@]1(C)CCCC2(C)C)[C@H](C[C@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C27H44O7/c1-6-17(34-16(2)28)8-10-19-18(9-11-23-26(3,4)12-7-13-27(19,23)5)20(29)14-22-25(32)24(31)21(30)15-33-22/h6,17,20-25,29-32H,1,7-15H2,2-5H3/t17-,20-,21+,22+,23+,24-,25-,27-/m0/s1
InChIKey UYYHPDYGCIMZPZ-NZTVRVKKSA-N
Formula C27H44O7
HBA 7
HBD 4
MW 480.64
Rotatable Bonds 8
TPSA 116.45
LogP 3.04
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 480.31
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Conyza steudellii Asteraceae Plantae 41552

Showing of synonyms

  • Ahmed AA. (1991). A diterpene xyloside from Conyza steudellii. Phytochemistry,1991,30(2),611-612. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1CCC(=C2)CCC(C23)CCCC3

Level: 1

Mol. Weight: 480.64 g/mol

Structure

SMILES: C1=CCCC(C12)CCCC2

Level: 0

Mol. Weight: 480.64 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 480.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.87
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.96
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.99
Plasma Protein Binding
84.53
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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.98
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.91
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.85
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.84
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
-111.39
Rat (Acute)
3.71
Rat (Chronic Oral)
3.12
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
480.3
Hydration Free Energy
-3.3
Log(D) at pH=7.4
3.07
Log(P)
2.7
Log S
-3.67
Log(Vapor Pressure)
-11.15
Melting Point
131.73
pKa Acid
7.09
pKa Basic
6.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9192
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9192
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8795
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8795
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8662
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8662
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8384
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8384
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8174
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8174
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8125
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8125
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7986
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7986
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7957
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7957
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7897
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7897
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7862
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7862
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7657
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7657
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7639
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7639
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7634
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7634
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7222
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7222
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7132
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7132

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