24-methylenecycloartan-3beta,25-diol - Compound Card

24-methylenecycloartan-3beta,25-diol

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24-methylenecycloartan-3beta,25-diol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O[C@H]1CC[C@]23C([C@@H]1C)CCC1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC(=C)C(O)(C)C)C)C
InChI InChI=1S/C30H50O2/c1-19(8-9-20(2)26(4,5)32)22-12-14-28(7)25-11-10-23-21(3)24(31)13-15-29(23)18-30(25,29)17-16-27(22,28)6/h19,21-25,31-32H,2,8-18H2,1,3-7H3/t19-,21+,22-,23?,24+,25?,27-,28+,29-,30+/m1/s1
InChIKey ATDAGMDEVMUDNV-YIYNVSPNSA-N
Formula C30H50O2
HBA 2
HBD 2
MW 442.73
Rotatable Bonds 5
TPSA 40.46
LogP 7.14
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 442.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia clemente Euphorbiaceae Plantae 3990

Showing of synonyms

  • Benmerache A, Alabdul Magid A, et al. (2017). Isolation and characterisation of cytotoxic compounds from Euphorbia clementei Boiss.. Natural product research, 2017, 31(18), 2091-2098. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)CCC5

Level: 0

Mol. Weight: 442.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.47
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.58
Plasma Protein Binding
83.3
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
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
8.13
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.95
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.0
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-80.77
Rat (Acute)
2.51
Rat (Chronic Oral)
1.83
Fathead Minnow
3.92
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
428.55
Hydration Free Energy
-2.76
Log(D) at pH=7.4
6.19
Log(P)
6.77
Log S
-6.59
Log(Vapor Pressure)
-8.29
Melting Point
198.08
pKa Acid
12.7
pKa Basic
8.5
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 0.9177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9090
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9085
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8835
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8818
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8690
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8618
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8570
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8530
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8469
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8239
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8183
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8121
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8101
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8091
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7935
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7820
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7659
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7634
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7621
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7480
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7471
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7420
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7385
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7349
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7330
Mycinamicin VI 2''-O-methyltransferase Q83WF2 MYCE_MICGR Micromonospora griseorubida 4 0.7270
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7251
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7248
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7244
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7239
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7203
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7181
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7165
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7122
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7101

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