16alpha,22alpha,28-trihydroxyolean-12-ene 3-O-[beta-glucopyranosyl-(1''→2')][alpha-rhamnopyranosyl-(1'''→6']-beta -glucopyranoside - Compound Card

16alpha,22alpha,28-trihydroxyolean-12-ene 3-O-[beta-glucopyranosyl-(1''→2')][alpha-rhamnopyranosyl-(1'''→6']-beta -glucopyranoside

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16alpha,22alpha,28-trihydroxyolean-12-ene 3-O-[beta-glucopyranosyl-(1''→2')][alpha-rhamnopyranosyl-(1'''→6']-beta -glucopyranoside

Family: Plantae - Myrsinaceae
Kingdom: Plantae
Class: Terpenoid

Canonical Smiles	OC[C@H]1OC(O[C@H]2C(O[C@@H]([C@H]([C@@H]2O)O)COC2O[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[C@@H]2O)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C48H80O18/c1-21-31(53)34(56)37(59)40(62-21)61-19-25-33(55)36(58)39(66-41-38(60)35(57)32(54)24(18-49)63-41)42(64-25)65-30-12-13-45(6)26(44(30,4)5)11-14-46(7)27(45)10-9-22-23-15-43(2,3)16-28(51)48(23,20-50)29(52)17-47(22,46)8/h9,21,23-42,49-60H,10-20H2,1-8H3/t21-,23?,24-,25-,26?,27?,28+,29?,30+,31-,32-,33-,34+,35+,36+,37+,38-,39-,40?,41?,42?,45+,46-,47-,48-/m1/s1
InChIKey	WXPSXXVPIABTDL-YWQPTQEBSA-N
Formula	C₄₈H₈₀O₁₈
HBA	18
HBD	12
MW	945.15
Rotatable Bonds	9
TPSA	298.14
LogP	-0.42
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	66
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	944.53
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: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 945.15 g/mol

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

Level: 2

Mol. Weight: 945.15 g/mol

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

Level: 2

Mol. Weight: 945.15 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 945.15 g/mol

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

Level: 1

Mol. Weight: 945.15 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 945.15 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 945.15 g/mol

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

Level: 0

Mol. Weight: 945.15 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 945.15 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.63
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 2483.16
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 325370.43

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.84
Plasma Protein Binding: 75.63
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 0.44
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 66414409.75
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -19.39
Log(P): 0.87
Log S: -2.42
Log(Vapor Pressure): -2186831.96
Melting Point: 278.01
pKa Acid: -15843.15
pKa Basic: -98.38

No predicted protein targets found for this compound.