IMPPAT | IMPPAT: Indian Medicinal Plants, Phytochemistry And Therapeutics

Summary

SMILES: C/C=C(/C(=O)O[C@H]1[C@H](O)[C@]2(COC(=O)C)[C@@H](O)C[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CC[C@@H]([C@@]3(C)CO)O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O)O)O)[C@@H]2CC1(C)C)C)\C
InChI: InChI=1S/C43H66O14/c1-10-21(2)36(53)57-34-33(50)43(20-54-22(3)45)24(17-38(34,4)5)23-11-12-26-39(6)15-14-28(55-37-31(49)29(47)30(48)32(56-37)35(51)52)40(7,19-44)25(39)13-16-41(26,8)42(23,9)18-27(43)46/h10-11,24-34,37,44,46-50H,12-20H2,1-9H3,(H,51,52)/b21-10+/t24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,37+,39-,40-,41+,42+,43-/m0/s1
InChIKey: VEFSVJGWJQPWFS-ZXKKMYOJSA-N
DeepSMILES: C/C=C/C=O)O[C@H][C@H]O)[C@]COC=O)C))))[C@@H]O)C[C@@]C=CC[C@H][C@@]6C)CC[C@@H][C@]6C)CC[C@@H][C@@]6C)CO)))O[C@@H]O[C@H]C=O)O))[C@H][C@@H][C@H]6O))O))O)))))))))))))))))[C@@H]6CC%10C)C)))))C)))))))))\C
Scaffold Graph/Node/Bond level: C1=C2C3CCCCC3CCC2C2CCC3CC(OC4CCCCO4)CCC3C2C1
Scaffold Graph/Node level: C1CCC(OC2CCC3C(CCC4C3CCC3C5CCCCC5CCC34)C2)OC1
Scaffold Graph level: C1CCC(CC2CCC3C(CCC4C3CCC3C5CCCCC5CCC34)C2)CC1
Functional groups: C/C=C(\C)C(=O)OC; CO; COC(C)=O; CC=C(C)C; CO[C@@H](C)OC; CC(=O)O

Chemical classification

ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Oleanane triterpenoids

Synonymous chemical names:
gymnemic acid i

External chemical identifiers:
CID:CID_11953919 ; ChEMBL:CHEMBL4294164 ; ChEBI:CHEBI:5577 ; ZINC:ZINC000095630252 ; FDASRS:N67JJ0K34T ; SureChEMBL:SCHEMBL17332318 ; MolPort-020-005-964

Chemical structure download

2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT

Physicochemical properties

Property name	Tool	Property value
Molecular weight (g/mol)	RDKit	806.99
Log P	RDKit	3.03
Topological polar surface area (Å²)	RDKit	229.74
Number of hydrogen bond acceptors	RDKit	13
Number of hydrogen bond donors	RDKit	7
Number of carbon atoms	RDKit	43
Number of heavy atoms	RDKit	57
Number of heteroatoms	RDKit	14
Number of nitrogen atoms	RDKit	0
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	17
Stereochemical complexity	RDKit	0.4
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	7
Number of sp³ hybridized carbon atoms	RDKit	36
Shape complexity	RDKit	0.84
Number of rotatable bonds	RDKit	10
Number of aliphatic carbocycles	RDKit	5
Number of aliphatic heterocycles	RDKit	1
Number of aliphatic rings	RDKit	6
Number of aromatic carbocycles	RDKit	0
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	0
Total number of rings	RDKit	6
Number of saturated carbocycles	RDKit	4
Number of saturated heterocycles	RDKit	1
Number of saturated rings	RDKit	5
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	6

Drug-likeness

Property name	Tool	Property value
Number of Lipinski’s rule of 5 violations	RDKit	3
Lipinski’s rule of 5 filter	RDKit	Failed
Number of Ghose filter violations	RDKit	3
Ghose filter	RDKit	Failed
Veber filter	RDKit	Bad
Pfizer 3/75 filter	RDKit	Bad
GSK 4/400 filter	RDKit	Bad
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.0810123

ADME properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.11
Solubility class [ESOL]	SwissADME	Poorly soluble
Solubility class [Silicos-IT]	SwissADME	Soluble
Blood Brain Barrier permeation	SwissADME	No
Gastrointestinal absorption	SwissADME	Low
Log K_p (Skin permeation, cm/s)	SwissADME	-8.48
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	4
CYP1A2 inhibitor	SwissADME	No
CYP2C19 inhibitor	SwissADME	No
CYP2C9 inhibitor	SwissADME	No
CYP2D6 inhibitor	SwissADME	No
CYP3A4 inhibitor	SwissADME	No
P-glycoprotein substrate	SwissADME	Yes

Human target proteins supported by experimental evidence

IMPPAT target identifier	Gene identifier	HGNC symbol	Entrez Gene identifier	Source
TAR_EXP_000474	ENSG00000119729	RHOQ	23433	ChEMBL
TAR_EXP_000368	ENSG00000235067	TUBB	203068	ChEMBL
TAR_EXP_000366	ENSG00000074800	ENO1	2023	ChEMBL
TAR_EXP_000718	ENSG00000109971	HSPA8	3312	ChEMBL
TAR_EXP_000715	ENSG00000044574	HSPA5	3309	ChEMBL
TAR_EXP_000355	ENSG00000156976	EIF4A2	1974	ChEMBL
TAR_EXP_000678		ANXA2P2	304	ChEMBL
TAR_EXP_000566	ENSG00000092621	PHGDH	26227	ChEMBL
TAR_EXP_000556	ENSG00000111640	GAPDH	2597	ChEMBL
TAR_EXP_000547	ENSG00000130255	RPL36	25873	ChEMBL
TAR_EXP_000346	ENSG00000167658	EEF2	1938	ChEMBL
TAR_EXP_000482	ENSG00000142541	RPL13A	23521	ChEMBL
TAR_EXP_000344	ENSG00000104529	EEF1D	1936	ChEMBL
TAR_EXP_000343	ENSG00000114942	EEF1B2	1933	ChEMBL
TAR_EXP_000342	ENSG00000156508	EEF1A1	1915	ChEMBL
TAR_EXP_000121	ENSG00000136942	RPL35	11224	ChEMBL
TAR_EXP_000006	ENSG00000249915	PDCD6	10016	ChEMBL
TAR_EXP_000048	ENSG00000123416	TUBA1B	10376	ChEMBL
TAR_EXP_000425	ENSG00000149806	FAU	2197	ChEMBL
TAR_EXP_000345	ENSG00000254772	EEF1G	1937	ChEMBL
TAR_EXP_001409	ENSG00000144713	RPL32	6161	ChEMBL
TAR_EXP_001897	ENSG00000125691	RPL23	9349	ChEMBL
TAR_EXP_001445	ENSG00000223367	RPS18	6222	ChEMBL
TAR_EXP_001446	ENSG00000105372	RPS19	6223	ChEMBL
TAR_EXP_001447	ENSG00000008988	RPS20	6224	ChEMBL
TAR_EXP_001448	ENSG00000171858	RPS21	6227	ChEMBL
TAR_EXP_001449	ENSG00000186468	RPS23	6228	ChEMBL
TAR_EXP_001450	ENSG00000138326	RPS24	6229	ChEMBL
TAR_EXP_001452	ENSG00000118181	RPS25	6230	ChEMBL
TAR_EXP_001453	ENSG00000197728	RPS26	6231	ChEMBL
TAR_EXP_001454	ENSG00000177954	RPS27	6232	ChEMBL
TAR_EXP_001455	ENSG00000143947	RPS27A	6233	ChEMBL
TAR_EXP_001456	ENSG00000233927	RPS28	6234	ChEMBL
TAR_EXP_001457	ENSG00000213741	RPS29	6235	ChEMBL
TAR_EXP_001611	ENSG00000163931	TKT	7086	ChEMBL
TAR_EXP_001668	ENSG00000026025	VIM	7431	ChEMBL
TAR_EXP_001681	ENSG00000164924	YWHAZ	7534	ChEMBL
TAR_EXP_001712	ENSG00000075785	RAB7A	7879	ChEMBL
TAR_EXP_001730	ENSG00000243910	TUBA4B	80086	ChEMBL
TAR_EXP_001794	ENSG00000018510	AGPS	8540	ChEMBL
TAR_EXP_001865	ENSG00000188846	RPL14	9045	ChEMBL
TAR_EXP_000719	ENSG00000113013	HSPA9	3313	ChEMBL
TAR_EXP_001410	ENSG00000109475	RPL34	6164	ChEMBL
TAR_EXP_000723	ENSG00000096384	HSP90AB1	3326	ChEMBL
TAR_EXP_000752	ENSG00000142192	APP	351	ChEMBL
TAR_EXP_001418	ENSG00000089157	RPLP0	6175	ChEMBL
TAR_EXP_001419	ENSG00000137818	RPLP1	6176	ChEMBL
TAR_EXP_001396	ENSG00000105640	RPL18A	6142	ChEMBL
TAR_EXP_001395	ENSG00000063177	RPL18	6141	ChEMBL
TAR_EXP_001420	ENSG00000177600	RPLP2	6181	ChEMBL
TAR_EXP_001421	ENSG00000291931	RPS2	6187	ChEMBL
TAR_EXP_001422	ENSG00000149273	RPS3	6188	ChEMBL
TAR_EXP_001423	ENSG00000145425	RPS3A	6189	ChEMBL
TAR_EXP_001394	ENSG00000265681	RPL17	6139	ChEMBL
TAR_EXP_001393	ENSG00000174748	RPL15	6138	ChEMBL
TAR_EXP_001392	ENSG00000167526	RPL13	6137	ChEMBL
TAR_EXP_001391	ENSG00000197958	RPL12	6136	ChEMBL
TAR_EXP_000724	ENSG00000144381	HSPD1	3329	ChEMBL
TAR_EXP_001425	ENSG00000129824	RPS4Y1	6192	ChEMBL
TAR_EXP_001426	ENSG00000083845	RPS5	6193	ChEMBL
TAR_EXP_001417	ENSG00000241343	RPL36A	6173	ChEMBL
TAR_EXP_001390	ENSG00000142676	RPL11	6135	ChEMBL
TAR_EXP_001416	ENSG00000229117	RPL41	6171	ChEMBL
TAR_EXP_001398	ENSG00000122026	RPL21	6144	ChEMBL
TAR_EXP_001411	ENSG00000182899	RPL35A	6165	ChEMBL
TAR_EXP_001412	ENSG00000145592	RPL37	6167	ChEMBL
TAR_EXP_001413	ENSG00000197756	RPL37A	6168	ChEMBL
TAR_EXP_001414	ENSG00000172809	RPL38	6169	ChEMBL
TAR_EXP_001415	ENSG00000198918	RPL39	6170	ChEMBL
TAR_EXP_001408	ENSG00000071082	RPL31	6160	ChEMBL
TAR_EXP_001407	ENSG00000162244	RPL29	6159	ChEMBL
TAR_EXP_001406	ENSG00000108107	RPL28	6158	ChEMBL
TAR_EXP_001405	ENSG00000166441	RPL27A	6157	ChEMBL
TAR_EXP_001404	ENSG00000156482	RPL30	6156	ChEMBL
TAR_EXP_001403	ENSG00000131469	RPL27	6155	ChEMBL
TAR_EXP_001402	ENSG00000161970	RPL26	6154	ChEMBL
TAR_EXP_001401	ENSG00000114391	RPL24	6152	ChEMBL
TAR_EXP_001400	ENSG00000198242	RPL23A	6147	ChEMBL
TAR_EXP_001399	ENSG00000116251	RPL22	6146	ChEMBL
TAR_EXP_001397	ENSG00000108298	RPL19	6143	ChEMBL
TAR_EXP_001389	ENSG00000147403	RPL10	6134	ChEMBL
TAR_EXP_001424	ENSG00000198034	RPS4X	6191	ChEMBL
TAR_EXP_001433	ENSG00000171863	RPS7	6201	ChEMBL
TAR_EXP_001440	ENSG00000164587	RPS14	6208	ChEMBL
TAR_EXP_001428	ENSG00000137154	RPS6	6194	ChEMBL
TAR_EXP_001442	ENSG00000134419	RPS15A	6210	ChEMBL
TAR_EXP_001443	ENSG00000105193	RPS16	6217	ChEMBL
TAR_EXP_001444	ENSG00000182774	RPS17	6218	ChEMBL
TAR_EXP_001250	ENSG00000204983	PRSS1	5644	ChEMBL
TAR_EXP_001174	ENSG00000196262	PPIA	5478	ChEMBL
TAR_EXP_001128	ENSG00000067225	PKM	5315	ChEMBL
TAR_EXP_001108	ENSG00000075415	SLC25A3	5250	ChEMBL
TAR_EXP_001103	ENSG00000102144	PGK1	5230	ChEMBL
TAR_EXP_001027	ENSG00000197111	PCBP2	5094	ChEMBL
TAR_EXP_001019	ENSG00000117450	PRDX1	5052	ChEMBL
TAR_EXP_000957	ENSG00000198755	RPL10A	4736	ChEMBL
TAR_EXP_000824	ENSG00000134333	LDHA	3939	ChEMBL
TAR_EXP_000821	ENSG00000168028	RPSA	3921	ChEMBL
TAR_EXP_001439	ENSG00000110700	RPS13	6207	ChEMBL
TAR_EXP_001438	ENSG00000112306	RPS12	6206	ChEMBL
TAR_EXP_001441	ENSG00000115268	RPS15	6209	ChEMBL
TAR_EXP_001251	ENSG00000275896	PRSS2	5645	ChEMBL
TAR_EXP_001388	ENSG00000163682	RPL9	6133	ChEMBL
TAR_EXP_001387	ENSG00000161016	RPL8	6132	ChEMBL
TAR_EXP_001386	ENSG00000148303	RPL7A	6130	ChEMBL
TAR_EXP_001437	ENSG00000142534	RPS11	6205	ChEMBL
TAR_EXP_001383	ENSG00000089009	RPL6	6128	ChEMBL
TAR_EXP_001382	ENSG00000122406	RPL5	6125	ChEMBL
TAR_EXP_001381	ENSG00000174444	RPL4	6124	ChEMBL
TAR_EXP_001384	ENSG00000147604	RPL7	6129	ChEMBL
TAR_EXP_001367	ENSG00000075624	ACTB	60	ChEMBL
TAR_EXP_001344	ENSG00000132341	RAN	5901	ChEMBL
TAR_EXP_001434	ENSG00000142937	RPS8	6202	ChEMBL
TAR_EXP_001435	ENSG00000275323	RPS9	6203	ChEMBL
TAR_EXP_001436	ENSG00000124614	RPS10	6204	ChEMBL
TAR_EXP_001380	ENSG00000100316	RPL3	6122	ChEMBL
TAR_EXP_001252	ENSG00000010438	PRSS3	5646	ChEMBL

a curated database

IMPPAT Phytochemical information:
Gymnemic acid I

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information: Gymnemic acid I

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information:
Gymnemic acid I