ANPDB

Select a section from the left sidebar

3-O-beta sulphate-oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1→4)-beta-D-gentiobiosyl ester

Family: Araliaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Triterpenoid Saponin

Canonical Smiles	OCC1O[C@@](O)(OCC2O[C@@](O)(O[C@H]3CC[C@]4(C(C3(C)C)CC[C@@]3(C4CC=C4[C@@]3(C)CC[C@@]3([C@H]4CC(C)(C)CC3)C(=O)OC3(O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)[C@]3(O)C(CO)O[C@@]([C@H](C3O)O)(O)OCC3O[C@H](O)[C@H](C([C@H]3O)O)O)C)C)[C@H](C([C@H]2O)O)O)[C@H](C([C@]1(O)C1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O
InChI	InChI=1S/C66H108O35/c1-25-36(69)40(73)44(77)52(94-25)61(87)34(21-67)99-64(89,50(83)48(61)81)93-24-30-39(72)43(76)47(80)66(91,97-30)98-33-13-14-57(7)31(56(33,5)6)12-15-59(9)32(57)11-10-27-28-20-55(3,4)16-18-60(28,19-17-58(27,59)8)54(86)101-63(46(79)42(75)37(70)26(2)96-63)62(88)35(22-68)100-65(90,51(84)49(62)82)92-23-29-38(71)41(74)45(78)53(85)95-29/h10,25-26,28-53,67-85,87-91H,11-24H2,1-9H3/t25-,26-,28+,29?,30?,31?,32?,33+,34?,35?,36-,37-,38+,39+,40+,41?,42+,43?,44+,45+,46+,47+,48?,49?,50+,51+,52?,53+,57+,58-,59-,60+,61+,62+,63?,64+,65+,66-/m1/s1
InChIKey	WCHZFTWONVZPAK-SNKMJTSYSA-N
Formula	C₆₆H₁₀₈O₃₅
HBA	35
HBD	24
MW	1461.56
Rotatable Bonds	14
TPSA	594.89
LogP	-8.27
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	101
Formal Charge	0
Fraction CSP3	0.95
Exact Mass	1460.67
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Dizygotheca kerchoveana	Araliaceae	Plantae	—

Showing of synonyms

Melek FR, Miyase T, et al. (2004). Saponins and acylated saponins from Dizygotheca kerchoveana. Phytochemistry,2004,65(23),3089-3095. [View] [PubMed]

Pubchem: 162854990

No compound-protein relationship available.

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC(OC1)CCC1C1CCCCO1

Level: 6

Mol. Weight: 923.28 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(O9)CCCC9COC1CCCCO1

Level: 5

Mol. Weight: 839.16 g/mol

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC(OC9)CCC9C1CCCCO1

Level: 5

Mol. Weight: 809.14 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC(OC8)CCC8C9CCCCO9

Level: 4

Mol. Weight: 725.02 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2C3(CCCCO3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 725.02 g/mol

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(O8)CCCC8COC9CCCCO9

Level: 4

Mol. Weight: 725.02 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(O7)CCCC7COC8CCCCO8

Level: 3

Mol. Weight: 640.9 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC6(CCCCO6)C7CCC(OC7)OCC8CCCCO8

Level: 3

Mol. Weight: 624.9 g/mol

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 610.88 g/mol

SMILES: O1CCCCC1C2CCC(OC2)OCC3CCCC(O3)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 596.89 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 526.76 g/mol

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

Level: 2

Mol. Weight: 512.78 g/mol

SMILES: C1OCCCC1C2(CCCCO2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 510.76 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2C3CCCCO3

Level: 2

Mol. Weight: 284.4 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 426.64 g/mol

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

Level: 1

Mol. Weight: 398.63 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 200.28 g/mol

SMILES: C1OCCCC1C2CCCCO2

Level: 1

Mol. Weight: 170.25 g/mol

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

Level: 0

Mol. Weight: 298.51 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 1336601251560103700
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 174677910128814060000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.46
Plasma Protein Binding: 29.85
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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.21
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -4062611987827415600
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1658813500594.27
Liver Injury II: Toxic
hERG Blockers: Toxic
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: Toxic
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -317031999710429200000000
Rat (Acute): 255673109.17
Rat (Chronic Oral): 680005982141393.1
Fathead Minnow: 400185218732501570000
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: 35657312388296447000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -19821907184655204
Log(P): -2307503958241.01
Log S: -1.66
Log(Vapor Pressure): -1174177125731455200000
Melting Point: -356790350315868.2
pKa Acid: -8555731782530446000
pKa Basic: -68830603340379340

No predicted protein targets found for this compound.

Download SDF