3beta-{O-D-glucopyranosyl-(1→2)-[O-alpha-L-arabinopyranosyl(1→6)]beta-D-glucopyranosyloxy}-machaerinic acid gamma-lactone - Compound Card

3beta-{O-D-glucopyranosyl-(1→2)-[O-alpha-L-arabinopyranosyl(1→6)]beta-D-glucopyranosyloxy}-machaerinic acid gamma-lactone

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3beta-{O-D-glucopyranosyl-(1→2)-[O-alpha-L-arabinopyranosyl(1→6)]beta-D-glucopyranosyloxy}-machaerinic acid gamma-lactone

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

Canonical Smiles	OC[C@H]1OC(O[C@H]2C(O[C@@H]([C@H]([C@@H]2O)O)COC2OC[C@H]([C@H]([C@@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@]24[C@H]3CC(C)(C)[C@H](C2)OC4=O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C47H74O17/c1-42(2)16-22-21-8-9-27-44(5)12-11-28(43(3,4)26(44)10-13-46(27,7)45(21,6)14-15-47(22)17-29(42)63-41(47)57)62-40-37(64-39-36(56)33(53)31(51)24(18-48)60-39)34(54)32(52)25(61-40)20-59-38-35(55)30(50)23(49)19-58-38/h8,22-40,48-56H,9-20H2,1-7H3/t22-,23+,24+,25+,26-,27?,28-,29-,30+,31+,32+,33-,34-,35-,36+,37+,38?,39?,40?,44-,45+,46+,47+/m0/s1
InChIKey	CMQUDKMXEKUQCJ-DDMURZALSA-N
Formula	C₄₇H₇₄O₁₇
HBA	17
HBD	9
MW	911.09
Rotatable Bonds	8
TPSA	263.75
LogP	0.8
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	64
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	910.49
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Albizia gummifera	Mimosaceae	Plantae	1561840

Showing of synonyms

Debella A, Haslinger E, et al. (2000). Triterpenoid saponins and sapogenin lactones from Albizia gummifera.. Phytochemistry,2000,53(8),885-892. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(CC7)C=6C(C789)CCC(C9)OC8=O

Level: 3

Mol. Weight: 911.09 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(CC6)C=5C(C678)CCC(C8)OC7=O

Level: 2

Mol. Weight: 911.09 g/mol

SMILES: O=C1OC(C2)CCC(C123)C=4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 911.09 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 911.09 g/mol

SMILES: O=C1OC(C2)CCC(C123)C=4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 911.09 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 911.09 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 911.09 g/mol

SMILES: O=C1OC(C2)CCC(C123)C=4C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 911.09 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 911.09 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.43
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1792.57
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 235086.89

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.85
Plasma Protein Binding: 88.14
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: 0.63
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 47984785.05
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -9.31
Log(P): 2.06
Log S: -3.01
Log(Vapor Pressure): -1579968.02
Melting Point: 251.07
pKa Acid: -11432.56
pKa Basic: -65.56

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7182
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7182