3beta,23-dihydroxyurs-12-en-28-oic acid beta-D-glucopyranosyl ester - Compound Card

3beta,23-dihydroxyurs-12-en-28-oic acid beta-D-glucopyranosyl ester

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3beta,23-dihydroxyurs-12-en-28-oic acid beta-D-glucopyranosyl ester

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles C1[C@@H]([C@@]([C@H]2[C@](C1)([C@@]1([C@@](CC2)([C@]2(C(=CC1)[C@H]1[C@@](CC2)(CC[C@H]([C@@H]1C)C)C(=O)O[C@H]1C([C@H]([C@@H](C(O1)CO)O)O)O)C)C)C)C)(C)CO)O
InChI InChI=1S/C37H60O9/c1-20-8-15-37(31(44)46-30-29(43)28(42)27(41)23(18-38)45-30)17-16-33(4)22(26(37)21(20)2)9-13-36(7)34(5)12-11-25(40)32(3,19-39)24(34)10-14-35(33,36)6/h9,20-21,23-30,38-43H,8,10-19H2,1-7H3/t20-,21+,23?,24+,25+,26+,27-,28+,29?,30+,32+,33-,34+,35+,36-,37+/m1/s1
InChIKey DTNZQCKTCMUQFK-XBGVMHECSA-N
Formula C37H60O9
HBA 9
HBD 6
MW 648.88
Rotatable Bonds 4
TPSA 156.91
LogP 3.71
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 648.42
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Schefflera mannii Araliaceae Plantae 2043144

Showing of synonyms

  • Ponou BK, Tanaka C, et al. (2021). Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms. Carbohydrate research,2021, 502, 108279. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 648.88 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 648.88 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 648.88 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.08
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
26.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
105.92
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
1.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.37
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.14
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.93
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-49752.7
Rat (Acute)
3.72
Rat (Chronic Oral)
3.35
Fathead Minnow
77.52
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
2586.85
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.93
Log(P)
3.91
Log S
-4.52
Log(Vapor Pressure)
-54.2
Melting Point
250.95
pKa Acid
6.82
pKa Basic
6.67
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9045
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8982
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8397
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7826
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7642
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7619
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7411
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7186
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7185
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7157
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7051

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