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Premnaodoroside C

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]2C(=C)[C@H](C3)O)C(=O)OCC(CCCC(CCOC(=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/C42H64O20/c1-18(9-11-55-36(52)23-16-58-39(29-21(23)8-10-42(29,4)54)62-41-35(51)33(49)31(47)27(14-44)60-41)6-5-7-19(2)15-56-37(53)24-17-57-38(28-20(3)25(45)12-22(24)28)61-40-34(50)32(48)30(46)26(13-43)59-40/h16-19,21-22,25-35,38-41,43-51,54H,3,5-15H2,1-2,4H3/t18?,19?,21-,22-,25+,26-,27-,28-,29-,30-,31-,32+,33+,34-,35-,38+,39+,40+,41+,42+/m1/s1
InChIKey	ACZFDOMPWNLLHA-UVCRSIHPSA-N
Formula	C₄₂H₆₄O₂₀
HBA	20
HBD	10
MW	888.95
Rotatable Bonds	17
TPSA	310.28
LogP	-1.65
Number Rings	6
Number Aromatic Rings	0
Heavy Atom Count	62
Formal Charge	0
Fraction CSP3	0.81
Exact Mass	888.4
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: 101632300

No compound-protein relationship available.

SMILES: O1CCCCC1OC2OC=C(C(C23)CCC3=C)C(=O)OCCCCCCCCOC(=O)C4=COC(C(C45)CCC5)OC6CCCCO6

Level: 3

Mol. Weight: 888.95 g/mol

SMILES: O1CCCCC1OC2OC=C(C(C23)CCC3=C)C(=O)OCCCCCCCCOC(=O)C4=COCC(C45)CCC5

Level: 2

Mol. Weight: 888.95 g/mol

SMILES: C=C1CCC(C12)C(=COC2)C(=O)OCCCCCCCCOC(=O)C3=COC(C(C34)CCC4)OC5CCCCO5

Level: 2

Mol. Weight: 888.95 g/mol

SMILES: C=C1CCC(C12)C(=COC2)C(=O)OCCCCCCCCOC(=O)C3=COCC(C34)CCC4

Level: 1

Mol. Weight: 888.95 g/mol

SMILES: C=C1CCC(C12)C=COC2OC3CCCCO3

Level: 1

Mol. Weight: 888.95 g/mol

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

Level: 1

Mol. Weight: 888.95 g/mol

SMILES: C=C1CCC(C12)C=COC2

Level: 0

Mol. Weight: 888.95 g/mol

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 888.95 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 888.95 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.48
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 581.620
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 76811.26

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.770
Plasma Protein Binding: 79.73
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: 3.150
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -1783.430
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.130
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.260
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -139409670.990
Rat (Acute): 3.630
Rat (Chronic Oral): 5.010
Fathead Minnow: 175982.720
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 15674873.140
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 3.040
Log(P): 0.45
Log S: -1.95
Log(Vapor Pressure): -516026.43
Melting Point: 200.12
pKa Acid: -3677.98
pKa Basic: 2.59

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8160
Raucaffricine-O-beta-D-glucosidase	Q9SPP9	RG1_RAUSE	Rauvolfia serpentina	4	0.7818
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7784
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7143

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