Retrospinoside - Compound Card

Retrospinoside

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Retrospinoside

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene Glucoside
Canonical Smiles COC1C(O)C(O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)[C@@H](O)CC3[C@H](O)C)C)C)OC(C1OC1OC(CO)C(C(C1O)O)O)C
InChI InChI=1S/C34H58O13/c1-15(36)21-13-23(37)34(42)20-7-6-17-12-18(8-10-32(17,3)19(20)9-11-33(21,34)4)45-31-27(41)29(43-5)28(16(2)44-31)47-30-26(40)25(39)24(38)22(14-35)46-30/h15-31,35-42H,6-14H2,1-5H3/t15-,16?,17+,18+,19+,20-,21?,22?,23+,24?,25?,26?,27?,28?,29?,30?,31?,32+,33-,34-/m1/s1
InChIKey KTSSNWJCKSCJSY-RTDNUJJSSA-N
Formula C34H58O13
HBA 13
HBD 8
MW 674.83
Rotatable Bonds 7
TPSA 207.99
LogP -0.2
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 47
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 674.39
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Caralluma retrospiciens Apocynaceae Plantae 197251

Showing of synonyms

  • Elsebai MF, Mohamed Iel-T (2015). New pregnane glycoside derivative from Caralluma retrospiciens (Ehrenb). Natural product research,2015, 29(15), 1426-31. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 674.83 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 674.83 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 674.83 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 674.83 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 674.83 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.47
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.950
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
57.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.760
Plasma Protein Binding
64.32
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
Non-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
0.380
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.790
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.400
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.510
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-105493.240
Rat (Acute)
4.160
Rat (Chronic Oral)
3.810
Fathead Minnow
146.050
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
8663.230
Hydration Free Energy
-2.920
Log(D) at pH=7.4
2.620
Log(P)
0.58
Log S
-2.36
Log(Vapor Pressure)
-242.09
Melting Point
206.23
pKa Acid
7.27
pKa Basic
5.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8338
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7328
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7194
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7106

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