Premnaodoroside A - Compound Card

Premnaodoroside A

Select a section from the left sidebar

Premnaodoroside A

Family: Plantae - Lamiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Iridoid Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@](C)(O)CC3)C(=O)OCCC(CCCC(COC(=O)C2=CO[C@H]([C@H]3[C@@H]2CC[C@]3(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
InChI	InChI=1S/C42H66O20/c1-19(10-13-55-35(51)23-17-57-37(27-21(23)8-11-41(27,3)53)61-39-33(49)31(47)29(45)25(14-43)59-39)6-5-7-20(2)16-56-36(52)24-18-58-38(28-22(24)9-12-42(28,4)54)62-40-34(50)32(48)30(46)26(15-44)60-40/h17-22,25-34,37-40,43-50,53-54H,5-16H2,1-4H3/t19?,20?,21-,22-,25-,26-,27-,28-,29-,30-,31+,32+,33-,34-,37+,38+,39+,40+,41+,42+/m1/s1
InChIKey	DDZSTZLOUPLIAN-LADGWSCWSA-N
Formula	C₄₂H₆₆O₂₀
HBA	20
HBD	10
MW	890.97
Rotatable Bonds	17
TPSA	310.28
LogP	-1.43
Number Rings	6
Number Aromatic Rings	0
Heavy Atom Count	62
Formal Charge	0
Fraction CSP3	0.86
Exact Mass	890.41
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Premna odorata	Lamiaceae	Plantae	1037421

Showing of synonyms

Elmaidomy A.H, Mohammed R, et al. (2019). Metabolomic Profiling and Cytotoxic Tetrahydrofurofuran Lignans Investigations from Premna odorata Blanco. Metabolites, 2019, 9(10), 223. [View] [PubMed]

Pubchem: 101632068

No compound-protein relationship available.

SMILES: O1CCCCC1OC(C(C23)CCC2)OC=C3C(=O)OCCCCCCCCOC(=O)C4=COC(C(C45)CCC5)OC6CCCCO6

Level: 3

Mol. Weight: 890.97 g/mol

SMILES: O1CCCCC1OC(C(C23)CCC2)OC=C3C(=O)OCCCCCCCCOC(=O)C4=COCC(C45)CCC5

Level: 2

Mol. Weight: 890.97 g/mol

SMILES: C1CCC(C12)COC=C2C(=O)OCCCCCCCCOC(=O)C3=COCC(C34)CCC4

Level: 1

Mol. Weight: 890.97 g/mol

SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3

Level: 1

Mol. Weight: 890.97 g/mol

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 890.97 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 890.97 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.5
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 524.140
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 69301.43

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.680
Plasma Protein Binding: 80.12
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: 2.710
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 14141991.420
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 3.120
Log(P): 1.19
Log S: -1.79
Log(Vapor Pressure): -465555.08
Melting Point: 194.47
pKa Acid: -3311.34
pKa Basic: 4.7

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7818