24-methylen-elemo-lanosta-8,24-dien-3-one - Compound Card

24-methylen-elemo-lanosta-8,24-dien-3-one

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24-methylen-elemo-lanosta-8,24-dien-3-one

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles CC(C(=C)CCC([C@@H]1CC[C@]2([C@@]1(C)CCC1=C2CCC2[C@]1(C)CCC(=O)C2(C)C)C)C)C
InChI InChI=1S/C31H50O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26H,3,10-19H2,1-2,4-9H3/t22?,23-,26?,29+,30-,31+/m0/s1
InChIKey HCVPIOTWCPCBAF-SUGWDOSDSA-N
Formula C31H50O
HBA 1
HBD 0
MW 438.74
Rotatable Bonds 5
TPSA 17.07
LogP 8.93
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 438.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia resinifera Euphorbiaceae Plantae 457265
2 Euphorbia officinarum Euphorbiaceae Plantae 1130835

Showing of synonyms

  • Smaili A, Mazoir N, et al. (2017). Triterpene derivatives from Euphorbia enhance resistance against Verticillium wilt of tomato. Phytochemistry, 2017, 135, 169-180. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 438.74 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.06
Plasma Protein Binding
100.22
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
8.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.83
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.3
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.77
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-50.78
Rat (Acute)
1.88
Rat (Chronic Oral)
1.43
Fathead Minnow
4.47
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
422.46
Hydration Free Energy
-3.22
Log(D) at pH=7.4
6.68
Log(P)
8.69
Log S
-6.42
Log(Vapor Pressure)
-6.91
Melting Point
128.22
pKa Acid
11.87
pKa Basic
6.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9392
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9274
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9027
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8900
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8885
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.8625
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8587
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8538
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8406
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8313
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8284
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8280
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8244
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8195
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8170
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.8099
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8041
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7974
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7934
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7923
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7852
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7822
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7749
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7667
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7598
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7583
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7568
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7553
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7500
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7477
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7433
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7430
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7424
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7423
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7412
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7367
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7367
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7354
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7346
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7321
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7284
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7247
Methyl-branched lipid omega-hydroxylase P9WPP3 CP124_MYCTU Mycobacterium tuberculosis 3 0.7235
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7231
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7209
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7177
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7173
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7163
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7135
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7098
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7054
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7048
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7046
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7025
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7018

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