2-({2-[(5S,7S,10S)-7-hydroxy-10-methyl-6-methylidenespiro[4.5]decan-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol - Compound Card

2-({2-[(5S,7S,10S)-7-hydroxy-10-methyl-6-methylidenespiro[4.5]decan-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

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2-({2-[(5S,7S,10S)-7-hydroxy-10-methyl-6-methylidenespiro[4.5]decan-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Glycoside
Canonical Smiles CC1OC(OC(C2CC[C@]3(C2)[C@@H](C)CC[C@@H](C3=C)O)(C)C)C(C(C1O)O)O
InChI InChI=1S/C21H36O6/c1-11-6-7-15(22)12(2)21(11)9-8-14(10-21)20(4,5)27-19-18(25)17(24)16(23)13(3)26-19/h11,13-19,22-25H,2,6-10H2,1,3-5H3/t11-,13?,14?,15-,16?,17?,18?,19?,21-/m0/s1
InChIKey AVQARFHINIEEIO-PBLVUODPSA-N
Formula C21H36O6
HBA 6
HBD 4
MW 384.51
Rotatable Bonds 3
TPSA 99.38
LogP 1.74
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 384.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Carthamus mareoticus Asteraceae Plantae 123811

Showing of synonyms

  • Amer ME, Abdallah RM, et al. (1989). Two sesquiterpene fucopyranosides from Carthamus mareoticus. Phytochemistry,1989,28(4),1263-1264. [View]
Pubchem: 162852120
Nmrshiftdb2: 70026195

No compound-protein relationship available.

Structure

SMILES: C1CCCC(=C)C12CC(CC2)COC3CCCCO3

Level: 1

Mol. Weight: 384.51 g/mol

Structure

SMILES: C1CCCC(=C)C12CCCC2

Level: 0

Mol. Weight: 384.51 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 384.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.7
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
49.25
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
4.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.03
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.68
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.57
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
-5.51
Rat (Acute)
3.62
Rat (Chronic Oral)
2.7
Fathead Minnow
3.69
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
401.2
Hydration Free Energy
-9.27
Log(D) at pH=7.4
1.91
Log(P)
1.86
Log S
-2.56
Log(Vapor Pressure)
-8.71
Melting Point
143.66
pKa Acid
8.22
pKa Basic
5.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9375
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9375
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8910
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8910
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8846
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8846
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8779
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8779
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7886
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7886
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7828
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7828
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7776
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7776
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7747
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7747
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7733
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7733
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7630
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7630
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7209
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7209
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7032
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7032

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