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22alpha-acetyl-16alpha-hydroxyolean-12-en-28-al 3-O-[alpha-rhamnopyranosyl-(1''''→6''')-beta-glucopyranosyl-(1'''→3')] [beta-glucopyranosyl-(1''→2')]-beta-arabinopyranoside

Family: Plantae - Myrsinaceae
Kingdom: Plantae
Class: Terpenoid

Canonical Smiles	OC[C@@H]1OC(O[C@@H]2C(OC[C@H]([C@H]2OC2O[C@H](COC3O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)O)O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC([C@@]2(C3CC(C)(C)C[C@@H]2OC(=O)C)C=O)O)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C55H88O23/c1-23-35(61)38(64)41(67)46(72-23)71-21-29-37(63)40(66)43(69)48(75-29)77-44-27(59)20-70-49(45(44)78-47-42(68)39(65)36(62)28(19-56)74-47)76-33-13-14-52(7)30(51(33,5)6)12-15-53(8)31(52)11-10-25-26-16-50(3,4)18-34(73-24(2)58)55(26,22-57)32(60)17-54(25,53)9/h10,22-23,26-49,56,59-69H,11-21H2,1-9H3/t23-,26?,27-,28+,29-,30?,31?,32?,33+,34+,35-,36+,37-,38+,39-,40+,41+,42+,43-,44-,45+,46?,47?,48?,49?,52+,53-,54-,55+/m1/s1
InChIKey	WASKJNBEERGVGS-ZEHWERMNSA-N
Formula	C₅₅H₈₈O₂₃
HBA	23
HBD	12
MW	1117.29
Rotatable Bonds	12
TPSA	359.97
LogP	-1.18
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	78
Formal Charge	0
Fraction CSP3	0.93
Exact Mass	1116.57
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Maesa lanceolata	Myrsinaceae	Plantae	992730

Showing of synonyms

Manguro LO, Midiwo JO, et al. (2011). Triterpene saponins of Maesa lanceolata leaves.. Arkivoc,2011,ii,172-198. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCCC(O2)OC(C3OC4CCCCO4)CCOC3OC(CC5)CC(CC6)C5C(CC7)C6C(C=78)CCC9C8CCCC9

Level: 4

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC3CC(OCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1117.29 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 3

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC3C(COCC3)OC4CCCCO4

Level: 3

Mol. Weight: 1117.29 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 1117.29 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC3CCOCC3

Level: 2

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1117.29 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1117.29 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1117.29 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1117.29 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1117.29 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 1117.29 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1117.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.46
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1181040.73
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 154349087.73

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.62
Plasma Protein Binding: 59.15
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: 1.48
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -3589804.78
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -2.25
Liver Injury II: Safe
hERG Blockers: Toxic
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: -280136168128.39
Rat (Acute): 3.98
Rat (Chronic Oral): 600.71
Fathead Minnow: 353612521.63
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 31507548382.18
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -17503.28
Log(P): -1.62
Log S: -2.61
Log(Vapor Pressure): -1037527288.15
Melting Point: 202.37
pKa Acid: -7559924.28
pKa Basic: -60810.49

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	3	0.7552
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	3	0.7552
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7017
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7017

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