ANPDB

Select a section from the left sidebar

Rheediinoside A

Family: Plantae - Mimosaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Triterpenoid Saponin

Canonical Smiles	OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3([C@H]([C@H]2O)O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)[C@H]([C@@H]([C@H]2NC(=O)C)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)CO)O
InChI	InChI=1S/C64H103NO31/c1-25(68)65-36-40(75)39(74)32(22-88-52-43(78)45(29(70)20-85-52)93-53-42(77)37(72)28(69)19-86-53)91-51(36)92-35-12-13-60(6)33(59(35,4)5)11-14-61(7)34(60)10-9-26-27-17-58(2,3)15-16-64(27,49(81)48(80)62(26,61)8)57(83)96-55-47(41(76)38(73)31(18-66)90-55)95-54-44(79)46(30(71)21-87-54)94-56-50(82)63(84,23-67)24-89-56/h9,27-56,66-67,69-82,84H,10-24H2,1-8H3,(H,65,68)/t27-,28+,29-,30+,31+,32+,33-,34+,35-,36+,37-,38+,39+,40+,41-,42+,43+,44+,45-,46-,47+,48-,49+,50-,51-,52-,53-,54-,55-,56-,60-,61+,62-,63+,64+/m0/s1
InChIKey	ZWPURSUQQPCGDD-GVBOYDAOSA-N
Formula	C₆₄H₁₀₃NO₃₁
HBA	31
HBD	18
MW	1382.5
Rotatable Bonds	16
TPSA	500.84
LogP	-5.74
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	96
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	1381.65
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Entada rheedii	Mimosaceae	Plantae	204974

Showing of synonyms

Nzowa LK, Barboni L, et al. (2010). Rheediinosides A and B, two antiproliferative and antioxidant triterpene saponins from Entada rheedii.. Phytochemistry,2010, 71(2-3), 254-261. [View] [PubMed]

Pubchem: 45103729

Nmrshiftdb2: 70092692

No compound-protein relationship available.

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC8CCCCO8

Level: 3

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1382.5 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OCC7)CC7OC8CCCO8

Level: 3

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1382.5 g/mol

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

Level: 1

Mol. Weight: 1382.5 g/mol

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

Level: 1

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1382.5 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1382.5 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1382.5 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1382.5 g/mol

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

Level: 0

Mol. Weight: 1382.5 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1382.5 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1382.5 g/mol

Antioxidant

Cytotoxic

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 11023265794960282.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1440610567544291600

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.550
Plasma Protein Binding: 57.65
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.260
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -33505345089178224.000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -13680625980.500
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.050
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: -2614638571054395031552.000
Rat (Acute): 2108521.140
Rat (Chronic Oral): 5608171221622.220
Fathead Minnow: 3300424887009220608.000
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 294074386795808391168.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -163476009336933.438
Log(P): -19030536133.4
Log S: -2.6
Log(Vapor Pressure): -9683719704839647000
Melting Point: -2942534894796.43
pKa Acid: -70561182490175340
pKa Basic: -567662541431684.4

No predicted protein targets found for this compound.

Download SDF