Cis-luteoxanthin - Compound Card

Cis-luteoxanthin

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Cis-luteoxanthin

Structure
Zoomed Structure
  • Family: Plantae - Convolvulaceae
  • Kingdom: Plantae
  • Class: Carotenoid
    • Subclass: Epoxycarotenol
Canonical Smiles C/C(=C\C=C\C=C(\C=C\C=C(/C1C=C2C(O1)(C)CC(CC2(C)C)O)\C)/C)/C=C/C=C(/C=C/C12OC2(C)CC(CC1(C)C)O)\C
InChI InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-40-37(7,8)25-33(42)27-39(40,10)44-40)15-11-12-16-29(2)19-14-20-31(4)34-23-35-36(5,6)24-32(41)26-38(35,9)43-34/h11-23,32-34,41-42H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20-
InChIKey YNNRPBRNWWIQPQ-XRRKGYRYSA-N
Formula C40H56O4
HBA 4
HBD 2
MW 600.88
Rotatable Bonds 9
TPSA 62.22
LogP 8.97
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.55
Exact Mass 600.42
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Convolvulus althaeoides Convolvulaceae Plantae 267570

Showing of synonyms

  • Hrichi S, Chaabane-Banaoues R, et al. (2020). Effect of seasonal variation on the chemical composition and antioxidant and antifungal activities of Convolvulus althaeoides L. leaf extract. Arabian Journal of Chemistry, 2020, 13(6), 5651-5668. [View]
Pubchem: 101526841

No compound-protein relationship available.

Structure

SMILES: C1CCCC(O2)C12C=CC=CC=CC=CC=CC=CC=CC=CC(C3)OC(C=34)CCCC4

Level: 1

Mol. Weight: 600.88 g/mol

Structure

SMILES: C1COC(C=12)CCCC2

Level: 0

Mol. Weight: 600.88 g/mol

Structure

SMILES: C12C(O2)CCCC1

Level: 0

Mol. Weight: 600.88 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.92
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.62
Plasma Protein Binding
50.27
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-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
3.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.74
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.52
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
8.63
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-11019.38
Rat (Acute)
3.68
Rat (Chronic Oral)
2.01
Fathead Minnow
34.14
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
337.74
Hydration Free Energy
-2.95
Log(D) at pH=7.4
6.21
Log(P)
8.75
Log S
-6.84
Log(Vapor Pressure)
-9.3
Melting Point
154.03
pKa Acid
11.68
pKa Basic
4.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.9546
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.9238
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9171
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.9010
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8957
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8741
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8703
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8691
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8529
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8270
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8188
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.8172
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8145
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8056
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7978
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7917
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7883
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7866
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7853
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7648
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7635
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7602
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7567
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7539
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7487
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7483
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7474
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7367
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7359
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7348
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7347
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 3 0.7342
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7316
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7308
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7263
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7240
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7208
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7168
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7123
Lanosterol 14-alpha demethylase CYP51 P10614 CP51_YEAST Saccharomyces cerevisiae 3 0.7120
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7112
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7101
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7092
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7091
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7082
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7063
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7057
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7041
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7006

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