ANPDB

Select a section from the left sidebar

3-epi-betulinic acid 3-O-beta-D-6'-acetylglucopyranoside, 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)O[C@]1(O)OC(COC(=O)C)[C@H](C([C@@H]1O)O)O)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/C57H92O26/c1-10-24(2)27-13-18-54(49(71)83-57(74)46(69)41(65)38(62)31(81-57)23-76-55(72)47(70)43(67)44(29(21-58)79-55)78-48-42(66)39(63)36(60)25(3)77-48)20-19-52(8)28(35(27)54)11-12-33-51(7)16-15-34(50(5,6)32(51)14-17-53(33,52)9)82-56(73)45(68)40(64)37(61)30(80-56)22-75-26(4)59/h25,27-48,58,60-70,72-74H,2,10-23H2,1,3-9H3/t25-,27+,28-,29?,30?,31?,32+,33-,34-,35-,36-,37-,38-,39+,40?,41?,42+,43?,44-,45+,46+,47+,48?,51+,52-,53-,54+,55+,56-,57-/m1/s1
InChIKey	NYAUSAUKCGRHCY-MSMVVCCMSA-N
Formula	C₅₇H₉₂O₂₆
HBA	26
HBD	15
MW	1193.34
Rotatable Bonds	14
TPSA	420.66
LogP	-2.23
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	83
Formal Charge	0
Fraction CSP3	0.93
Exact Mass	1192.59
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: 162862711

Nmrshiftdb2: 70089216

No compound-protein relationship available.

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C4C(CCC6)C56C(=O)OC(O7)CCCC7COC(OC8)CCC8OC9CCCCO9

Level: 4

Mol. Weight: 1193.34 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCC3)C5C(CC4)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1193.34 g/mol

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

Level: 3

Mol. Weight: 1193.34 g/mol

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

Level: 2

Mol. Weight: 1193.34 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1193.34 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1193.34 g/mol

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

Level: 1

Mol. Weight: 1193.34 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCC(C5)OC6CCCCO6

Level: 1

Mol. Weight: 1193.34 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1193.34 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1193.34 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 1193.34 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1193.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.51
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 11430290.79
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1493805970.66

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.64
Plasma Protein Binding: 63.39
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: 0.94
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -34742542.9
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -14.4
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -2711185764502.09
Rat (Acute): 4.18
Rat (Chronic Oral): 5815.05
Fathead Minnow: 3422296835.13
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: 304933240264.65
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -169500.16
Log(P): -18.38
Log S: -3.07
Log(Vapor Pressure): -10041297714.63
Melting Point: -747.94
pKa Acid: -73166592.75
pKa Basic: -588614.19

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7727
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7727

Download SDF