3-epi-betulinic acid 28-O-[4'-O-alpha-L-rhamnopyranosyl-6'-O-beta-D-glucopyranosyl]-beta-D-glucopyranosyl ester - Compound Card

3-epi-betulinic acid 28-O-[4'-O-alpha-L-rhamnopyranosyl-6'-O-beta-D-glucopyranosyl]-beta-D-glucopyranosyl ester

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3-epi-betulinic acid 28-O-[4'-O-alpha-L-rhamnopyranosyl-6'-O-beta-D-glucopyranosyl]-beta-D-glucopyranosyl ester

Family: Plantae - Araliaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Lupane-Type Triterpene Glycoside

Canonical Smiles	CCC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)OO)C(=O)O[C@]1(O)OC(CO[C@]2(O)OC(CO)[C@H](C([C@@H]2O)O)OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O
InChI	InChI=1S/C49H80O20/c1-9-22(2)24-12-17-47(19-18-45(7)25(31(24)47)10-11-29-44(6)15-14-30(69-62)43(4,5)28(44)13-16-46(29,45)8)42(59)68-49(61)39(57)35(54)33(52)27(67-49)21-63-48(60)40(58)37(56)38(26(20-50)66-48)65-41-36(55)34(53)32(51)23(3)64-41/h23-41,50-58,60-62H,2,9-21H2,1,3-8H3/t23-,24+,25-,26?,27?,28+,29-,30-,31-,32-,33-,34+,35?,36+,37?,38-,39+,40+,41?,44+,45-,46-,47+,48+,49-/m1/s1
InChIKey	ITNGAGQTULAZRA-STBLJEOWSA-N
Formula	C₄₉H₈₀O₂₀
HBA	20
HBD	12
MW	989.16
Rotatable Bonds	11
TPSA	324.44
LogP	0.55
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	69
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	988.52
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Schefflera actinophylla	Araliaceae	Plantae	52501

Showing of synonyms

Wanas AS, Matsunami K, et al. (2010). Triterpene glycosides and glucosyl esters, and a triterpene from the leaves of Schefflera actinophylla. Chemical and Pharmaceutical Bulletin,2010,58(12),1596-1601. [View] [PubMed]

Pubchem: 162817478

Nmrshiftdb2: 70089225

No compound-protein relationship available.

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C3C(CCC5)C45C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 989.16 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C3C(CCC5)C45C(=O)OC(O6)CCCC6COC7CCCCO7

Level: 2

Mol. Weight: 989.16 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 989.16 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 989.16 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 989.16 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 989.16 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 989.16 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 989.16 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.44
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 12331.43
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1612476.81

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.79
Plasma Protein Binding: 83.19
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: 0.77
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 329152478.35
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -168.21
Log(P): 2.52
Log S: -3.19
Log(Vapor Pressure): -10838668.83
Melting Point: 223.44
pKa Acid: -78893.8
pKa Basic: -620.21

No predicted protein targets found for this compound.