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Di-O-[alpha-L-rhamnopyranosyl-(1→2)-beta-D-glucopyranosyl]-4,4′{sinapyl alcohol 9-O-feruloyl}ester

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

Canonical Smiles	OCC1OC(Oc2ccc(cc2OC)/C=C/C(=O)OC/C=C/c2cc(OC)c(c(c2)OC)OC2OC(CO)C(C(C2OC2OC(C)C(C(C2O)O)O)O)O)C(C(C1O)O)OC1OC(C)C(C(C1O)O)O
InChI	InChI=1S/C45H62O25/c1-18-29(49)33(53)37(57)42(63-18)69-40-35(55)31(51)26(16-46)66-44(40)65-22-10-8-20(13-23(22)59-3)9-11-28(48)62-12-6-7-21-14-24(60-4)39(25(15-21)61-5)68-45-41(36(56)32(52)27(17-47)67-45)70-43-38(58)34(54)30(50)19(2)64-43/h6-11,13-15,18-19,26-27,29-38,40-47,49-58H,12,16-17H2,1-5H3/b7-6+,11-9+
InChIKey	CQRPWWQVMILYCU-RXUIJTJXSA-N
Formula	C₄₅H₆₂O₂₅
HBA	25
HBD	12
MW	1002.97
Rotatable Bonds	18
TPSA	370.59
LogP	-3.96
Number Rings	6
Number Aromatic Rings	2
Heavy Atom Count	70
Formal Charge	0
Fraction CSP3	0.62
Exact Mass	1002.36
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Solenostemma argel	Apocynaceae	Plantae	219273

Showing of synonyms

Ounaissia K, Pertuit D, et al. (2016). New pregnane and phenolic glycosides from Solenostemma argel. Fitoterapia, 2016, 114, 98-104. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OC2C(OCCC2)Oc(cc3)ccc3C=CC(=O)OCC=Cc4ccc(cc4)OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1002.97 g/mol

SMILES: O1CCCCC1Oc(cc2)ccc2C=CCOC(=O)C=Cc3ccc(cc3)OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1002.97 g/mol

SMILES: O1CCCCC1Oc(cc2)ccc2C=CC(=O)OCC=Cc3ccc(cc3)OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1C=CCOC(=O)C=Cc2ccc(cc2)OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1C=CC(=O)OCC=Cc2ccc(cc2)OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1002.97 g/mol

SMILES: O1CCCCC1Oc(cc2)ccc2C=CC(=O)OCC=Cc3ccc(cc3)OC4CCCCO4

Level: 3

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1C=CCOC(=O)C=Cc2ccc(cc2)OC3CCCCO3

Level: 2

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1C=CC(=O)OCC=Cc2ccc(cc2)OC3CCCCO3

Level: 2

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1OC(OCCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1C=CC(=O)OCC=Cc2ccccc2

Level: 1

Mol. Weight: 1002.97 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 1002.97 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1002.97 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1002.97 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.39
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 23720.88
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3100902.7

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.79
Plasma Protein Binding: -7.76
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: 3.67
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -72113.92
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.7
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.05
Micronucleos: Toxic
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: -5627988139.99
Rat (Acute): 2.83
Rat (Chronic Oral): 14.87
Fathead Minnow: 7104149.85
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 632985887.36
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -344.48
Log(P): -1.74
Log S: -3.46
Log(Vapor Pressure): -20843836.08
Melting Point: 201.36
pKa Acid: -151797.55
pKa Basic: -1211.52

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	0.8126
DNA polymerase theta	O75417	DPOLQ_HUMAN	Homo sapiens	4	0.7532
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7482
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7291

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