Ingredient Details :Clematomandshurica saponin B


TCMI-ID: TCMI14645


Physicochemical Property
Ingredient Name Clematomandshurica saponin B
Pubchem CID 11994182
Iupac name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Molecular Formula C92H142O46
Molecular Weight 1984.1
Isomeric smiles C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O[C@@H]4CO[C@H]([C@@H]([C@@H]4O)O)O[C@@H]5[C@H]([C@@H](O[C@H]([C@@H]5O)O[C@@H]6[C@H]([C@H](CO[C@H]6O[C@H]7CC[C@]8([C@H](C7(C)C)CC[C@@]9([C@@H]8CC=C1[C@]9(CC[C@@]2([C@H]1CC(CC2)(C)C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O)O)O)C)C)C)O)O)C)O)CO)OC(=O)/C=C/C1=CC(=C(C=C1)OC)O)O)O)O)O)O
InChI InChI=1S/C92H142O46/c1-34-52(98)59(105)66(112)77(124-34)121-32-46-57(103)62(108)76(133-51(97)17-13-37-12-15-42(119-11)40(95)26-37)85(131-46)135-73-44(29-94)128-81(70(116)64(73)110)129-47-33-123-79(65(111)58(47)104)136-74-54(100)36(3)126-83(71(74)117)137-75-55(101)41(96)30-120-84(75)132-50-19-20-89(8)48(88(50,6)7)18-21-91(10)49(89)16-14-38-39-27-87(4,5)22-24-92(39,25-23-90(38,91)9)86(118)138-82-68(114)61(107)56(102)45(130-82)31-122-78-69(115)63(109)72(43(28-93)127-78)134-80-67(113)60(106)53(99)35(2)125-80/h12-15,17,26,34-36,39,41,43-50,52-85,93-96,98-117H,16,18-25,27-33H2,1-11H3/b17-13+/t34-,35-,36-,39-,41-,43+,44+,45+,46+,47+,48-,49+,50-,52-,53-,54-,55-,56+,57+,58+,59+,60+,61-,62-,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79-,80-,81-,82-,83-,84-,85-,89-,90+,91+,92-/m0/s1
InChIKey NMYXWQYOXWOLSB-ZSBIDDPTSA-N
External Database Links
Structural Information
nHA(Number of hydrogen bond acceptors) 46
nHD(Number of hydrogen bond donors) 24
nRot(Number of rotatable bonds) 28
nRing(Number of rings) 15
MaxRing(Number of atoms in the biggest ring) 22
nHet(Number of heteroatoms) 46

Stability
nRig(Number of rigid bonds) 89
Flexibility 0.315
Stereo Centers(Number of stereocenters) 51

Solubility
TPSA(Topological polar surface area) 704.26
logS(The logarithm of aqueous solubility value) -2.366
logP(The logarithm of the n-octanol/water distribution coefficient) 1.494
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 0.941

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.018
Synthetic accessibility score 8.41
Natural Product-likeness score 1.578
Lipinski Rule Rejected
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -6.486
MDCK Permeability 0.001392121
Pgp-substrate 1
HIA(human intestinal absorption) 1
F20%(20% Oral Bioavailability) 0.006
F30%(30% Oral Bioavailability) 1

Distribution
PPB(Plasma protein binding) 55.05%
VD(Volume Distribution) -1.011
BBB Penetration(Blood brain barrier penetration) 0.208
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 19.31%

Metabolism
CYP1A2 inhibitor 0
CYP1A2 substrate 0.034
CYP2C19 inhibitor 0
CYP2C19 substrate 0.045
CYP2C9 inhibitor 0
CYP2C9 substrate 0
CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.014
CYP3A4 inhibitor 0.023
CYP3A4 substrate 0

Excretion
CL(The clearance of a drug) -2.183
T1/2 0.666

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.631

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.002
IGC50 5.788
LC50FM 7.558
LC50DM 7.178

Reproductive Effects
NR-AR(Androgen receptor) 0.218
NR-AR-LBD(Androgen receptor) 0.837
NR-Aromatase 0.595
NR-ER(Estrogen receptor) 0.801
NR-ER-LBD(Estrogen receptor) 0.858

Allergy
Skin Sensitization Rule 8
Skin Sensitization 0.56

Acute Toxicity
Acute Toxicity Rule 5
Rat Oral Acute Toxicity 0.069

Organ Toxicity
hERG Blockers 0.189
H-HT(The human hepatotoxicity) 0.047
DILI(Drug-induced liver injury) 0.024

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.006
Respiratory Toxicity 0.029

Mutagenic Effects
AMES Toxicity 0.044

Tumorigenic Effects
Carcinogencity 0.008
SR-ARE(Antioxidant Response Element) 0.044
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.98
SR-p53 0.988

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