Lanosta-8,24-dien-3-one - Compound Card

Lanosta-8,24-dien-3-one

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Lanosta-8,24-dien-3-one

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Ceramide
Canonical Smiles CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)C
InChI InChI=1S/C30H48O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25H,9,11-19H2,1-8H3/t21-,22-,25?,28-,29-,30+/m1/s1
InChIKey OMKJDABLEGUPIE-QFKKPMMVSA-N
Formula C30H48O
HBA 1
HBD 0
MW 424.71
Rotatable Bonds 4
TPSA 17.07
LogP 8.69
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 424.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ficus glumosa Moraceae Plantae 182114

Showing of synonyms

  • Nana F, Sandjo LP, et al. (2012). Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae). J. Braz. Chem. Soc., 2012, 23(3). [View] [PubMed]
Pubchem: 3036241

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(=O)C4

Level: 0

Mol. Weight: 424.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.96
Plasma Protein Binding
95.88
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
8.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.64
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.72
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
-34.38
Rat (Acute)
1.82
Rat (Chronic Oral)
1.42
Fathead Minnow
4.4
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
422.2
Hydration Free Energy
-3.88
Log(D) at pH=7.4
6.73
Log(P)
8.69
Log S
-6.49
Log(Vapor Pressure)
-6.65
Melting Point
129.74
pKa Acid
12.02
pKa Basic
6.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9150
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9038
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8866
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8859
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8780
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8719
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8692
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.8497
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8298
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8142
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8075
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8062
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7945
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7942
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7818
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7806
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7783
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7763
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7720
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7558
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7550
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7498
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7473
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7470
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7463
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7459
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7436
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7432
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7310
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7277
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7247
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7157
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7155
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7134
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7113
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7058
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7058
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7049
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7034
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7023

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