16alpha,28-dihydroxy-22alpha-acetyl-21beta-angeloylolean-12-ene 3-O-[beta-galactopyranosyl-(1''→2')][alpha-rhamnopyranosyl-(1'''→4')]-alpha-arabinopyranoside - Compound Card

16alpha,28-dihydroxy-22alpha-acetyl-21beta-angeloylolean-12-ene 3-O-[beta-galactopyranosyl-(1''→2')][alpha-rhamnopyranosyl-(1'''→4')]-alpha-arabinopyranoside

Select a section from the left sidebar

16alpha,28-dihydroxy-22alpha-acetyl-21beta-angeloylolean-12-ene 3-O-[beta-galactopyranosyl-(1''→2')][alpha-rhamnopyranosyl-(1'''→4')]-alpha-arabinopyranoside

Family: Plantae - Myrsinaceae
Kingdom: Plantae
Class: Terpenoid

Canonical Smiles	OC[C@@H]1OC(O[C@@H]2C(OC[C@H]([C@H]2O)OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)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@H]([C@@H]2OC(=O)C)OC(=O)/C(=C/C)/C)CO)O)C)C)[C@H]([C@@H]([C@@H]1O)O)O
InChI	InChI=1S/C54H86O20/c1-12-24(2)45(66)74-43-44(69-26(4)57)54(23-56)28(19-49(43,5)6)27-13-14-32-51(9)17-16-34(50(7,8)31(51)15-18-52(32,10)53(27,11)20-33(54)58)72-48-42(73-47-41(65)39(63)36(60)29(21-55)70-47)37(61)30(22-67-48)71-46-40(64)38(62)35(59)25(3)68-46/h12-13,25,28-44,46-48,55-56,58-65H,14-23H2,1-11H3/b24-12+/t25-,28?,29+,30-,31?,32?,33?,34+,35-,36-,37-,38+,39-,40+,41+,42+,43+,44+,46?,47?,48?,51+,52-,53-,54+/m1/s1
InChIKey	LPMDVPSGPHJDJI-DLNHYIPASA-N
Formula	C₅₄H₈₆O₂₀
HBA	20
HBD	10
MW	1055.26
Rotatable Bonds	11
TPSA	310.28
LogP	1.28
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	74
Formal Charge	0
Fraction CSP3	0.89
Exact Mass	1054.57
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: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(C6OC7CCCCO7)OCC(C6)OC8CCCCO8

Level: 3

Mol. Weight: 1055.26 g/mol

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

Level: 2

Mol. Weight: 1055.26 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 2

Mol. Weight: 1055.26 g/mol

SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 1055.26 g/mol

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

Level: 1

Mol. Weight: 1055.26 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1055.26 g/mol

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

Level: 0

Mol. Weight: 1055.26 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1055.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.29
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 93838.96
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 12264483.11

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.67
Plasma Protein Binding: 82.56
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: 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: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 2.29
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 2503566371.4
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -1376.05
Log(P): 2.93
Log S: -3.28
Log(Vapor Pressure): -82441002.41
Melting Point: 273.3
pKa Acid: -600618.57
pKa Basic: -4816.34

No predicted protein targets found for this compound.