26-O-beta-D-glucopyranosyl (25R)-furosta-5,20(22)-diene-23-one-1beta,3beta,26-triol 1-O-alpha-L-rhamnopyranosyl-(1→2) beta-D-fucopyranoside - Compound Card

26-O-beta-D-glucopyranosyl (25R)-furosta-5,20(22)-diene-23-one-1beta,3beta,26-triol 1-O-alpha-L-rhamnopyranosyl-(1→2) beta-D-fucopyranoside

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26-O-beta-D-glucopyranosyl (25R)-furosta-5,20(22)-diene-23-one-1beta,3beta,26-triol 1-O-alpha-L-rhamnopyranosyl-(1→2) beta-D-fucopyranoside

Family: Plantae - Ruscaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Steroidal Saponin

Canonical Smiles	OC[C@@H]1OC(OC[C@@H](CC(=O)C2=C(C)[C@H]3[C@@H](O2)C[C@@H]2[C@]3(C)CC[C@H]3[C@H]2CC=C2[C@]3(C)[C@@H](C[C@@H](C2)O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)O)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C45H70O18/c1-17(16-57-41-37(55)35(53)33(51)28(15-46)61-41)11-26(48)39-18(2)30-27(60-39)14-25-23-8-7-21-12-22(47)13-29(45(21,6)24(23)9-10-44(25,30)5)62-43-40(36(54)32(50)20(4)59-43)63-42-38(56)34(52)31(49)19(3)58-42/h7,17,19-20,22-25,27-38,40-43,46-47,49-56H,8-16H2,1-6H3/t17-,19-,20-,22-,23-,24+,25+,27+,28+,29-,30+,31-,32+,33+,34+,35-,36+,37+,38+,40-,41?,42?,43+,44+,45+/m1/s1
InChIKey	KGCNUFRGGAMZAF-BCUHZVMMSA-N
Formula	C₄₅H₇₀O₁₈
HBA	18
HBD	10
MW	899.04
Rotatable Bonds	11
TPSA	283.98
LogP	-0.7
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	63
Formal Charge	0
Fraction CSP3	0.89
Exact Mass	898.46
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Beaucarnea recurvata	Ruscaceae	Plantae	39519

Showing of synonyms

Eskander J, Lavaud C, et al. (2011). Steroidal saponins from the leaves of Beaucarnea recurvata. Phytochemistry, 2011, 72(9), 946-51. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCCCC(=O)C(=C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 899.04 g/mol

SMILES: O1CCCCC1OCCCC(=O)C(=C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6OC7CCCCO7

Level: 2

Mol. Weight: 899.04 g/mol

SMILES: C1=COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 899.04 g/mol

SMILES: O1CCCCC1OCCCC(=O)C(=C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6

Level: 1

Mol. Weight: 899.04 g/mol

SMILES: C1=COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC6CCCCO6

Level: 1

Mol. Weight: 899.04 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 899.04 g/mol

SMILES: C1=COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5

Level: 0

Mol. Weight: 899.04 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 899.04 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.4
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 1241.21
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 163010.52

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.8
Plasma Protein Binding: 85.91
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: Non-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: 2.17
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 33271777.85
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -3.32
Log(P): 0.25
Log S: -2.63
Log(Vapor Pressure): -1095463.15
Melting Point: 260.85
pKa Acid: -7897.64
pKa Basic: -33.3

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	0.7650