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Rheediinoside B

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@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)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/C70H113NO36/c1-26(75)71-38-42(82)51(105-60-46(86)43(83)40(80)32(18-72)99-60)34(23-97-57-47(87)49(30(77)21-94-57)103-58-45(85)39(79)29(76)20-95-58)101-56(38)102-37-12-13-66(6)35(65(37,4)5)11-14-67(7)36(66)10-9-27-28-17-64(2,3)15-16-70(28,54(90)53(89)68(27,67)8)63(92)107-61-52(44(84)41(81)33(19-73)100-61)106-59-48(88)50(31(78)22-96-59)104-62-55(91)69(93,24-74)25-98-62/h9,28-62,72-74,76-91,93H,10-25H2,1-8H3,(H,71,75)/t28-,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-,57-,58-,59-,60-,61-,62-,66-,67+,68-,69+,70+/m0/s1
InChIKey	DTMKQNBGHUUNKB-QJCJQGPMSA-N
Formula	C₇₀H₁₁₃NO₃₆
HBA	36
HBD	21
MW	1544.65
Rotatable Bonds	19
TPSA	579.99
LogP	-7.92
Number Rings	12
Number Aromatic Rings	0
Heavy Atom Count	107
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	1543.7
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: 45103832

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)CCC(OC1CCCCO1)C9COC(OCC1)CC1OC1CCCCO1

Level: 7

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCC(OC9CCCCO9)C8COC(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1544.65 g/mol

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: 1544.65 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCC(OC1CCCCO1)C9COC1CCCCO1

Level: 6

Mol. Weight: 1544.65 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: 1544.65 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCC(OC9CCCCO9)C8COC1CCCCO1

Level: 5

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCC(OC8CCCCO8)C7COC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1544.65 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: 1544.65 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1544.65 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: 1544.65 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: 1544.65 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCC(OC8CCCCO8)C7COC9CCCCO9

Level: 4

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OCC3C(OC4CCCCO4)CCC(O3)OC(CC5)CC(CC6)C5C(CC7)C6C(C=78)CCC9C8CCCC9

Level: 4

Mol. Weight: 1544.65 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: 1544.65 g/mol

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

Level: 3

Mol. Weight: 1544.65 g/mol

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

Level: 3

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OCC2C(OC3CCCCO3)CCC(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1544.65 g/mol

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

Level: 3

Mol. Weight: 1544.65 g/mol

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

Level: 3

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OC(CCCO2)C2COC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1544.65 g/mol

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

Level: 2

Mol. Weight: 1544.65 g/mol

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

Level: 2

Mol. Weight: 1544.65 g/mol

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

Level: 2

Mol. Weight: 1544.65 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 2

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1OCC2C(CCCO2)OC3CCCCO3

Level: 2

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1544.65 g/mol

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

Level: 1

Mol. Weight: 1544.65 g/mol

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

Level: 1

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1544.65 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1544.65 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1544.65 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1544.65 g/mol

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

Level: 0

Mol. Weight: 1544.65 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1544.65 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1544.65 g/mol

Antioxidant

Cytotoxic

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 4201855900986985414656.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 549133144685566840000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.480
Plasma Protein Binding: 47.29
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: 1.540
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -12771593616293864931328.000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -5214792987041942.000
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: -996650257533065190038306816.000
Rat (Acute): 803757169503.920
Rat (Chronic Oral): 2137727658477271552.000
Fathead Minnow: 1258059352298862292238336.000
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: 112095524465273366168731648.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -62313927192722784256.000
Log(P): -7254076196444243.0
Log S: -2.15
Log(Vapor Pressure): -3691249131879944000000000
Melting Point: -1121638197906096900
pKa Acid: -26896576801088008000000
pKa Basic: -216382049999152020000

No predicted protein targets found for this compound.

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