13,17-dihydroxy-labda-8,14-diene-17-O-xylopyranoside - Compound Card

13,17-dihydroxy-labda-8,14-diene-17-O-xylopyranoside

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13,17-dihydroxy-labda-8,14-diene-17-O-xylopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Labdane Diterpenoid
Canonical Smiles C=C[C@@H](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)O
InChI InChI=1S/C25H42O6/c1-5-15(26)7-9-17-16(8-10-21-24(2,3)11-6-12-25(17,21)4)18(27)13-20-23(30)22(29)19(28)14-31-20/h5,15,18-23,26-30H,1,6-14H2,2-4H3/t15-,18+,19+,20+,21+,22-,23-,25-/m0/s1
InChIKey TWQBABKCWXWCQW-LFNCTQGGSA-N
Formula C25H42O6
HBA 6
HBD 5
MW 438.61
Rotatable Bonds 7
TPSA 110.38
LogP 2.47
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 438.3
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: 438.61 g/mol

Structure

SMILES: C1=CCCC(C12)CCCC2

Level: 0

Mol. Weight: 438.61 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 438.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.98
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.14
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
73.43
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.55
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.84
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.36
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
-35.14
Rat (Acute)
4.29
Rat (Chronic Oral)
3.18
Fathead Minnow
3.86
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
466.07
Hydration Free Energy
-6.29
Log(D) at pH=7.4
2.51
Log(P)
2.01
Log S
-3.07
Log(Vapor Pressure)
-11.16
Melting Point
142.21
pKa Acid
6.57
pKa Basic
6.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8751
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8751
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8301
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8301
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7880
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7880
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7820
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7820
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7631
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7631
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7576
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7576
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7302
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7302
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7247
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7247
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7161
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7161
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7125
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7125
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7043
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7043
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7031
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7031
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7019
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7019
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7014
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7014

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