9(R),19,22(S),24(R)-bicyclolanost-3beta,12alpha,16beta,1alpha-tetrol-25-one 3-O-beta-D-glucopyranosyl-(1→2)-beta-D-glucopyranoside - Compound Card

9(R),19,22(S),24(R)-bicyclolanost-3beta,12alpha,16beta,1alpha-tetrol-25-one 3-O-beta-D-glucopyranosyl-(1→2)-beta-D-glucopyranoside

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9(R),19,22(S),24(R)-bicyclolanost-3beta,12alpha,16beta,1alpha-tetrol-25-one 3-O-beta-D-glucopyranosyl-(1→2)-beta-D-glucopyranoside

Family: Plantae - Rubiaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Cycloartane Saponin

Canonical Smiles	OCC1O[C@@H](O[C@H]2CC[C@]34C(C2(C)C)CCC2[C@@]4(C3)C[C@H](O)[C@]3([C@@]2(C)C[C@@H]([C@]3(O)[C@@H]([C@@H]2C[C@H]2C(=O)C)C)O)C)[C@H](C([C@@H]1O)O)O[C@@H]1OC(CO)[C@H](C([C@@H]1O)O)O
InChI	InChI=1S/C41H66O15/c1-17(19-11-20(19)18(2)44)41(52)26(46)12-37(5)24-8-7-23-36(3,4)27(9-10-39(23)16-40(24,39)13-25(45)38(37,41)6)55-35-33(31(50)29(48)22(15-43)54-35)56-34-32(51)30(49)28(47)21(14-42)53-34/h17,19-35,42-43,45-52H,7-16H2,1-6H3/t17-,19+,20+,21?,22?,23?,24?,25+,26+,27+,28-,29-,30?,31?,32+,33+,34+,35+,37+,38+,39-,40+,41-/m1/s1
InChIKey	BWRBBBDFUPEGIG-ROYZILBGSA-N
Formula	C₄₁H₆₆O₁₅
HBA	15
HBD	10
MW	798.96
Rotatable Bonds	9
TPSA	256.29
LogP	-0.65
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	56
Formal Charge	0
Fraction CSP3	0.98
Exact Mass	798.44
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Mussaenda luteola	Rubiaceae	Plantae	43523

Showing of synonyms

Mohamed S.M, Backheet E.Y, et al. (2016). Newcycloartane saponin and monoterpenoid glucoindole alkaloids from Mussaenda luteola. Fitoterapia, 2016, 110, 129-34. [View] [PubMed]

No compound-protein relationship available.

SMILES: C1CC1CC(CC2)C(CC3)C2C4CCC(C5(C346)C6)CC(CC5)OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 798.96 g/mol

SMILES: C1CCC(CC2)C1C3CCC(C4(C235)C5)CC(CC4)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 798.96 g/mol

SMILES: C1CC1CC(CC2)C(CC3)C2C4CCC(C5(C346)C6)CC(CC5)OC7CCCCO7

Level: 2

Mol. Weight: 798.96 g/mol

SMILES: C1CCC(CC2)C1C3CCC(C4(C235)C5)CC(CC4)OC6CCCCO6

Level: 1

Mol. Weight: 798.96 g/mol

SMILES: C1CC1CC(CC2)C(CC3)C2C4CCC(C5(C346)C6)CCCC5

Level: 1

Mol. Weight: 798.96 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 798.96 g/mol

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)CCC5

Level: 0

Mol. Weight: 798.96 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 798.96 g/mol

SMILES: C1CC1

Level: 0

Mol. Weight: 798.96 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.47
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 44.11
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 6566.23

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.72
Plasma Protein Binding: 87.88
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: -0.85
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 1337110.54
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 2.72
Log(P): 0.35
Log S: -2.46
Log(Vapor Pressure): -43886.52
Melting Point: 234.63
pKa Acid: -265.07
pKa Basic: 6.74

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lysozyme C II	P11941	LYSC2_ONCMY	Oncorhynchus mykiss	3	0.8037
N-alpha-acetyltransferase 50	Q9GZZ1	NAA50_HUMAN	Homo sapiens	3	0.7588