Lupeol palmitate - Compound Card

Lupeol palmitate

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Lupeol palmitate

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC[C@@]2([C@@H](C1(C)C)CC[C@]1([C@H]2CC[C@@H]2[C@]1(C)CC[C@]1([C@H]2[C@H](CC1)C(=C)C)C)C)C
InChI InChI=1S/C46H80O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(47)48-39-28-30-44(7)37(42(39,4)5)27-31-46(9)38(44)25-24-36-41-35(34(2)3)26-29-43(41,6)32-33-45(36,46)8/h35-39,41H,2,10-33H2,1,3-9H3/t35-,36+,37-,38+,39-,41+,43+,44-,45+,46+/m1/s1
InChIKey BWXDHBQGBNPJMN-PSNFBQSMSA-N
Formula C46H80O2
HBA 2
HBD 0
MW 665.14
Rotatable Bonds 16
TPSA 26.3
LogP 14.06
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 48
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 664.62
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Leucas nutans Lamiaceae Plantae 378905

Showing of synonyms

  • Ele S, G/Yesus T, et al. (2007). Chemical studies of Leucas martinicensis. M.Sc. Thesis, Addis Ababa University, Ethiopia,2007. [View] [PubMed]
Pubchem: 154831726

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 665.14 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.72
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.13
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
79.99

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.45
Plasma Protein Binding
110.87
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
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
Inhibitor

Excretion

Clearance
2.59
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.46
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.55
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.26
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-150638.15
Rat (Acute)
2.48
Rat (Chronic Oral)
2.26
Fathead Minnow
202.3
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
15551.8
Hydration Free Energy
-2.92
Log(D) at pH=7.4
10.78
Log(P)
15.38
Log S
-7.99
Log(Vapor Pressure)
-445.49
Melting Point
131.97
pKa Acid
13.53
pKa Basic
5.6
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 0.9685
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9685
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9304
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9304
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9076
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9076
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8760
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8760
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8715
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8715
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8361
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8361
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8012
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8012
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7861
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7861
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7586
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7586
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7576
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7576
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7424
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7424
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7250
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7250
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7221
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7221
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7196
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7196
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7154
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7154
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7144
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7144
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7085
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7085
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7071
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7071
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7043
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7043

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