3beta,6alpha,23epsilon-trihydroxy-6alpha-cholest-9(11)-ene - Compound Card

3beta,6alpha,23epsilon-trihydroxy-6alpha-cholest-9(11)-ene

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3beta,6alpha,23epsilon-trihydroxy-6alpha-cholest-9(11)-ene

Structure
Zoomed Structure
  • Family: Plantae - Malvaceae
  • Kingdom: Plantae
  • Class: Steroid
Canonical Smiles CC(CC(CC([C@H]1CCC[C@@H]2[C@]1(C)CC=C1C2C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2)O)O)C)O)C
InChI InChI=1S/C28H48O3/c1-17(2)13-20(30)14-18(3)22-7-6-8-23-21-16-26(31)25-15-19(29)9-11-28(25,5)24(21)10-12-27(22,23)4/h10,17-23,25-26,29-31H,6-9,11-16H2,1-5H3/t18?,19-,20?,21?,22+,23-,25+,26-,27+,28+/m0/s1
InChIKey NCBNYFAKBWFMMC-DEHLKIDDSA-N
Formula C28H48O3
HBA 3
HBD 3
MW 432.69
Rotatable Bonds 5
TPSA 60.69
LogP 5.72
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 432.36
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sida spinosa Malvaceae Plantae 108380

Showing of synonyms

  • Darwish FM, Reinecke MG (2003). Ecdysteroids and other constituents from Sida spinosa L. Phytochemistry,2003,62(8),1179-1184. [View] [PubMed]
Pubchem: 162821381

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(C=23)CCC4C3CCCC4

Level: 0

Mol. Weight: 432.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.56
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.32
Plasma Protein Binding
72.26
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
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
11.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.23
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.33
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.53
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
-36.14
Rat (Acute)
3.01
Rat (Chronic Oral)
2.02
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
423.27
Hydration Free Energy
-3.5
Log(D) at pH=7.4
5.0
Log(P)
6.26
Log S
-5.74
Log(Vapor Pressure)
-8.11
Melting Point
167.11
pKa Acid
11.86
pKa Basic
7.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9376
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9376
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9042
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9042
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8987
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8987
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8834
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8834
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8527
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8527
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8440
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8440
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8430
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8430
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8329
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8329
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8259
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8259
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8238
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8238
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8151
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8151
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7998
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7998
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7901
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7901
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7755
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7755
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7703
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7703
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7657
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7657
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7640
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7640
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7586
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7586
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7485
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7485
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7335
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7335
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7193
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7193
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7124
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7124
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7108
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7108
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7022
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7022
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7003
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7003

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