16alpha,22alpha,28-trihydroxy-21beta-angeloyloleanan-12-ene 3beta-O-[alpha-rhamnopyranosyl-(1'''→6'')][beta-glucopyranosyl-(1''→2')]-beta-xylopyranoside - Compound Card

16alpha,22alpha,28-trihydroxy-21beta-angeloyloleanan-12-ene 3beta-O-[alpha-rhamnopyranosyl-(1'''→6'')][beta-glucopyranosyl-(1''→2')]-beta-xylopyranoside

Select a section from the left sidebar

16alpha,22alpha,28-trihydroxy-21beta-angeloyloleanan-12-ene 3beta-O-[alpha-rhamnopyranosyl-(1'''→6'')][beta-glucopyranosyl-(1''→2')]-beta-xylopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
Canonical Smiles C/C=C(/C(=O)O[C@H]1[C@H](O)[C@]2(CO)C(O)C[C@@]3(C(=CCC4[C@@]3(C)CCC3[C@]4(C)CC[C@@H](C3(C)C)OC3OC[C@H]([C@@H]([C@H]3OC3O[C@H](COC4O[C@H](C)[C@H]([C@@H]([C@@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)O)O)C2CC1(C)C)C)\C
InChI InChI=1S/C52H84O19/c1-11-23(2)43(64)71-42-41(63)52(22-53)26(18-47(42,4)5)25-12-13-30-49(8)16-15-32(48(6,7)29(49)14-17-50(30,9)51(25,10)19-31(52)55)69-46-40(34(57)27(54)20-65-46)70-45-39(62)37(60)35(58)28(68-45)21-66-44-38(61)36(59)33(56)24(3)67-44/h11-12,24,26-42,44-46,53-63H,13-22H2,1-10H3/b23-11+/t24-,26?,27-,28-,29?,30?,31?,32+,33-,34+,35-,36+,37+,38+,39-,40-,41+,42+,44?,45?,46?,49+,50-,51-,52+/m1/s1
InChIKey FLDLESGEYJXYRL-WSSXZNAXSA-N
Formula C52H84O19
HBA 19
HBD 11
MW 1013.23
Rotatable Bonds 10
TPSA 304.21
LogP 0.71
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 71
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 1012.56
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Maesa lanceolata Myrsinaceae Plantae 992730

Showing of synonyms

  • Manguro LO, Midiwo JO, et al. (2011). Triterpene saponins of Maesa lanceolata leaves.. Arkivoc,2011,ii,172-198. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC3C(OCCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1013.23 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 1013.23 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC3CCCOC3

Level: 2

Mol. Weight: 1013.23 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1013.23 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1013.23 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1013.23 g/mol

Structure

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

Level: 0

Mol. Weight: 1013.23 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1013.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
24691.56
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3227740.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.67
Plasma Protein Binding
79.27
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
1.95
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-75064.74
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.34
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.05
Micronucleos
Toxic
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
-5858193482.44
Rat (Acute)
4.37
Rat (Chronic Oral)
13.47
Fathead Minnow
7394735.0
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
658880021.21
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-349.66
Log(P)
2.46
Log S
-2.99
Log(Vapor Pressure)
-21696425.84
Melting Point
272.23
pKa Acid
-157999.76
pKa Basic
-1257.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7842
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7842
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7704
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7704

Download SDF