5,6-dihydrosarconidine - Compound Card

5,6-dihydrosarconidine

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5,6-dihydrosarconidine

Structure
Zoomed Structure
  • Family: Fungi - Mucoraceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Steroid Alkaloid
Canonical Smiles CN[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2[C@@H](N(C)C)C)C)C
InChI InChI=1S/C24H42N2/c1-16(26(5)6)20-9-10-21-19-8-7-17-15-18(25-4)11-13-23(17,2)22(19)12-14-24(20,21)3/h9,16-19,21-22,25H,7-8,10-15H2,1-6H3/t16-,17-,18-,19-,21-,22-,23-,24+/m0/s1
InChIKey ODQOCJVSQCAFKC-GSTPBQSSSA-N
Formula C24H42N2
HBA 2
HBD 1
MW 358.61
Rotatable Bonds 3
TPSA 15.27
LogP 5.1
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 358.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Rhizopus stolonifer Mucoraceae Fungi 4846

Showing of synonyms

  • Devkota KP, Choudhary MI, et al. (2007). Microbial transformation of the steroidal alkaloid dictyophlebine by Rhizopus stolonifer.. Chemical & pharmaceutical bulletin,2007, 55(4), 682-684. [View] [PubMed]
Pubchem: 11268352
Nmrshiftdb2: 70021789
Bindingdb: 50421634

No compound-protein relationship available.

Structure

SMILES: C1=CCC(C12)C3C(CC2)C4C(CC3)CCCC4

Level: 0

Mol. Weight: 358.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.77
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.59
Plasma Protein Binding
56.14
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
17.21
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.01
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.27
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.02
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-7.52
Rat (Acute)
3.07
Rat (Chronic Oral)
1.04
Fathead Minnow
3.89
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
359.86
Hydration Free Energy
-4.01
Log(D) at pH=7.4
4.33
Log(P)
5.11
Log S
-4.27
Log(Vapor Pressure)
-6.01
Melting Point
172.91
pKa Acid
11.93
pKa Basic
10.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8293
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8269
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7902
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7674
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7621
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7552
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7548
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7466
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7393
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7333
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7191
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7171
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7026

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