Lineolon-3-O-[beta-D-oleandropyranosyl-(1→4)-beta-D-cymaropyranosyl-(1→4)-beta-D-cymaropyranoside - Compound Card

Lineolon-3-O-[beta-D-oleandropyranosyl-(1→4)-beta-D-cymaropyranosyl-(1→4)-beta-D-cymaropyranoside

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Lineolon-3-O-[beta-D-oleandropyranosyl-(1→4)-beta-D-cymaropyranosyl-(1→4)-beta-D-cymaropyranoside

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Steroid Glycoside

Canonical Smiles	COC1CC(O[C@H]2CC[C@]3(C(=CC[C@@]4([C@@H]3C[C@@H](O)[C@]3([C@]4(O)CCC3C(=O)C)C)O)C2)C)OC(C1OC1CC(OC)C(C(O1)C)OC1CC(OC)C(C(O1)C)O)C
InChI	InChI=1S/C42H68O14/c1-21(43)27-12-15-42(47)40(27,6)32(44)20-31-39(5)13-11-26(16-25(39)10-14-41(31,42)46)54-33-18-29(49-8)37(23(3)52-33)56-35-19-30(50-9)38(24(4)53-35)55-34-17-28(48-7)36(45)22(2)51-34/h10,22-24,26-38,44-47H,11-20H2,1-9H3/t22?,23?,24?,26-,27?,28?,29?,30?,31+,32+,33?,34?,35?,36?,37?,38?,39-,40-,41-,42+/m0/s1
InChIKey	WDOIVRONARMPPQ-NVNSQBSLSA-N
Formula	C₄₂H₆₈O₁₄
HBA	14
HBD	4
MW	796.99
Rotatable Bonds	10
TPSA	181.06
LogP	3.32
Number Rings	7
Number Aromatic Rings	0
Heavy Atom Count	56
Formal Charge	0
Fraction CSP3	0.93
Exact Mass	796.46
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Gomphocarpus fruticosus	Apocynaceae	Plantae	219240

Showing of synonyms

Marzouk A.M, Osman S.M, et al. (2016). A new pregnane glycoside from Gomphocarpus fruticosus growing in Egypt. Natural product research, 2016, 30(9), 1060-7. [View] [PubMed]

No compound-protein relationship available.

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 796.99 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 796.99 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 796.99 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 796.99 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 796.99 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 796.99 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 796.99 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.53
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 31.520
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 4829.69

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.570
Plasma Protein Binding: 67.01
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: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 5.020
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 984149.680
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 3.430
Log(P): 2.58
Log S: -3.99
Log(Vapor Pressure): -32296.5
Melting Point: 179.41
pKa Acid: -182.85
pKa Basic: 3.05

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7247
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7093