Stigmasta-4-en-3-one - Compound Card

Stigmasta-4-en-3-one

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Stigmasta-4-en-3-one

Structure
Zoomed Structure
  • Family: Plantae - Guttiferae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Phytosterol
Canonical Smiles CCC(C(C)C)CC[C@H](C1CCC2[C@]1(C)CCC1C2CCC2=CC(=O)CC[C@]12C)C
InChI InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21?,24?,25?,26?,27?,28+,29-/m1/s1
InChIKey RUVUHIUYGJBLGI-ZZQJCMJDSA-N
Formula C29H48O
HBA 1
HBD 0
MW 412.7
Rotatable Bonds 6
TPSA 17.07
LogP 8.23
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 412.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Pentadesma butyracea Guttiferae Plantae 198785
2 Vismia guineensis Guttiferae Plantae 999599

Showing of synonyms

  • Tala M, Wabo H, et al. (2013). A prenylated xanthone and antiproliferative compounds from leaves of Pentadesma butyracea. Phytochemistry Letters, 2013, 6(3), 326-330. [View]
  • Tala M, Talontsi F, et al. (2013). Anthraquinones and triterpenoids from seeds of Vismia guineensis. Biochemical Systematics and Ecology, 2013, 50, 310-312. [View]
Pubchem: 59297122

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCC(=O)C4

Level: 0

Mol. Weight: 412.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.19
Plasma Protein Binding
77.74
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
8.4
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.03
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.65
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.84
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
Toxic
T. Pyriformis
-30.01
Rat (Acute)
2.25
Rat (Chronic Oral)
1.94
Fathead Minnow
4.61
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
430.6
Hydration Free Energy
-3.87
Log(D) at pH=7.4
6.59
Log(P)
8.27
Log S
-6.36
Log(Vapor Pressure)
-7.26
Melting Point
108.56
pKa Acid
12.73
pKa Basic
7.69
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 0.9527
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9501
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9301
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9156
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8999
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8966
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.8355
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8002
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8001
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7977
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7871
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7784
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7782
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7625
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7564
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7485
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7450
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7446
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7411
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7409
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7365
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7336
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7278
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7222
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7167
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7066
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7060

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