Gummiferin (dipotassium)

Details

• Internal ID: 97e4193a-7082-4fb7-95e4-bd2888c1e9c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: dipotassium;[(2R,3R,4R,5R,6R)-2-[[(1S,4S,7S,9S,10S,13S,15S)-5,5-dicarboxy-15-hydroxy-9-methyl-14-methylidene-7-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]oxy]-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-5-sulfonatooxyoxan-4-yl] sulfate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C(C(OC1OC2CC3(C4CCC5CC4(CCC3C(C2)(C(=O)O)C(=O)O)C(C5=C)O)C)CO)OS(=O)(=O)[O-])OS(=O)(=O)[O-].[K+].[K+]
• SMILES (Isomeric): CC(C)CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2C[C@]3([C@@H]4CC[C@H]5C[C@]4(CC[C@@H]3C(C2)(C(=O)O)C(=O)O)[C@H](C5=C)O)C)CO)OS(=O)(=O)[O-])OS(=O)(=O)[O-].[K+].[K+]
• InChI: InChI=1S/C31H46O18S2.2K/c1-14(2)9-21(33)47-24-23(49-51(42,43)44)22(48-50(39,40)41)18(13-32)46-26(24)45-17-11-29(4)19-6-5-16-10-30(19,25(34)15(16)3)8-7-20(29)31(12-17,27(35)36)28(37)38;;/h14,16-20,22-26,32,34H,3,5-13H2,1-2,4H3,(H,35,36)(H,37,38)(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2/t16-,17-,18+,19-,20-,22+,23-,24+,25-,26+,29-,30-;;/m0../s1
• InChI Key: FPJGZZYAZUKPAD-HLOSWHPPSA-L
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄K₂O₁₈S₂
• Molecular Weight: 847.00 g/mol
• Exact Mass: 846.1243199 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -5.56
• H-Bond Acceptor: 16
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

• Carboxyatractyloside (dipotassium)
• 33286-30-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8173	81.73%
Caco-2	-	0.8639	86.39%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4451	44.51%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8276	82.76%
BSEP inhibitior	+	0.8337	83.37%
P-glycoprotein inhibitior	+	0.7120	71.20%
P-glycoprotein substrate	+	0.5692	56.92%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.7113	71.13%
CYP2C19 inhibition	-	0.6823	68.23%
CYP2D6 inhibition	-	0.8638	86.38%
CYP1A2 inhibition	-	0.6911	69.11%
CYP2C8 inhibition	+	0.6071	60.71%
CYP inhibitory promiscuity	-	0.8439	84.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.6145	61.45%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8155	81.55%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5963	59.63%
Acute Oral Toxicity (c)	III	0.5787	57.87%
Estrogen receptor binding	+	0.7538	75.38%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	-	0.5449	54.49%
Glucocorticoid receptor binding	+	0.6366	63.66%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.7272	72.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6805	68.05%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.41%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	96.14%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	90.93%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.11%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.70%	94.66%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.20%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.58%	91.11%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.81%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.51%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	84.35%	98.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.31%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.98%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.91%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.73%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.49%	97.14%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.32%	92.32%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.50%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.37%	94.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.24%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.10%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.01%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.67%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.60%	98.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.50%	98.46%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.25%	95.00%
CHEMBL5028	O14672	ADAM10	80.16%	97.50%

Plants that contains it

• Xanthium strumarium
• Xanthium strumarium subsp. strumarium

Cross-Links

• PubChem: 118855618
• NPASS: NPC18480