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16alpha,28-dihydroxyolean-12-ene 3-O-beta-[(6''-O-galloylglucopyranosyl-(1''→2')][beta-glucopyranosyl-(1'''→6')]-beta-glucopyranoside

Family: Plantae - Myrsinaceae
Kingdom: Plantae
Class: Terpenoid

Canonical Smiles	OC[C@H]1OC(OC[C@H]2OC(O[C@H]3CC[C@]4(C(C3(C)C)CC[C@@]3(C4CC=C4[C@@]3(C)CC([C@@]3(C4CC(C)(C)CC3)CO)O)C)C)[C@@H]([C@H]([C@@H]2O)O)OC2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)C(C(=O)c2cc(O)c(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C55H84O22/c1-50(2)14-15-55(22-57)25(18-50)24-8-9-31-52(5)12-11-33(51(3,4)30(52)10-13-53(31,6)54(24,7)19-32(55)60)75-49-46(41(68)37(64)29(74-49)21-72-47-43(70)38(65)36(63)28(20-56)73-47)77-48-44(71)39(66)42(69)45(76-48)40(67)34(61)23-16-26(58)35(62)27(59)17-23/h8,16-17,25,28-33,36-49,56-60,62-71H,9-15,18-22H2,1-7H3/t25?,28-,29-,30?,31?,32?,33+,36-,37-,38+,39+,40?,41+,42+,43-,44-,45-,46-,47?,48?,49?,52+,53-,54-,55-/m1/s1
InChIKey	XZFKTIQBHLLZCZ-MSIFGYROSA-N
Formula	C₅₅H₈₄O₂₂
HBA	22
HBD	15
MW	1097.26
Rotatable Bonds	12
TPSA	375.9
LogP	-0.05
Number Rings	9
Number Aromatic Rings	1
Heavy Atom Count	77
Formal Charge	0
Fraction CSP3	0.84
Exact Mass	1096.55
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: c1ccccc1C(=O)CC2CCCC(O2)OC(CCC3COC4CCCCO4)C(O3)OC(CC5)CC(CC6)C5C(CC7)C6C(C=78)CCC9C8CCCC9

Level: 4

Mol. Weight: 1097.26 g/mol

SMILES: c1ccccc1C(=O)CC2CCCC(O2)OC3C(OCCC3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1097.26 g/mol

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 1097.26 g/mol

SMILES: c1ccccc1C(=O)CC2CCCC(O2)OC(CO3)CCC3COC4CCCCO4

Level: 3

Mol. Weight: 1097.26 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 1097.26 g/mol

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

Level: 2

Mol. Weight: 1097.26 g/mol

SMILES: c1ccccc1C(=O)CC2CCCC(O2)OC3CCCOC3

Level: 2

Mol. Weight: 1097.26 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1097.26 g/mol

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

Level: 1

Mol. Weight: 1097.26 g/mol

SMILES: c1ccccc1C(=O)CC2CCCCO2

Level: 1

Mol. Weight: 1097.26 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1097.26 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1097.26 g/mol

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

Level: 0

Mol. Weight: 1097.26 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1097.26 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1097.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.41
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 533319.5
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 69699592.7

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.42
Plasma Protein Binding: 51.29
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: 3.08
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -1621045.25
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.97
Liver Injury II: Toxic
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: -126501396099.49
Rat (Acute): 3.86
Rat (Chronic Oral): 271.45
Fathead Minnow: 159681016.66
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: 14227893094.67
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -7897.98
Log(P): 0.48
Log S: -4.43
Log(Vapor Pressure): -468517219.93
Melting Point: 251.8
pKa Acid: -3413794.93
pKa Basic: -27447.78

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8718
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8718
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8452
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8452
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8334
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8334
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8302
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8302
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8174
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8174
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8111
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8111
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8000
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8000
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7977
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7977
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7932
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7932
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.7925
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.7925
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7825
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7825
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7702
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7702
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7648
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7648
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7477
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7477
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7377
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7377
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7372
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7372
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7299
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7299
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7288
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7288
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	4	0.7287
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	4	0.7287
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7281
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7281
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7278
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7278
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7227
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7227
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7223
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7223
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7201
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7201
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7190
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7190
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7078
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7078
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7061
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7061
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7052
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7052
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7041
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7041
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7033
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7033
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7023
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7023

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