Uncariaside A

Details

• Internal ID: 15e3398b-d40b-4966-a3de-52b2ad0eac11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6bR,8aR,10S,12aR,14bS)-1,2,6b,9,9,12a-hexamethyl-14-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3=C(C2C1C)C(=O)CC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CCC3=C([C@@H]2[C@H]1C)C(=O)C[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C41H64O14/c1-18-7-13-41(37(51)55-36-34(50)32(48)30(46)23(17-43)53-36)14-8-20-27(28(41)19(18)2)21(44)15-25-39(20,5)11-9-24-38(3,4)26(10-12-40(24,25)6)54-35-33(49)31(47)29(45)22(16-42)52-35/h18-19,22-26,28-36,42-43,45-50H,7-17H2,1-6H3/t18-,19+,22-,23-,24+,25+,26+,28+,29-,30-,31+,32+,33-,34-,35+,36+,39+,40+,41+/m1/s1
• InChI Key: HLJFBQPJDDSYQN-DXCOEPAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₄
• Molecular Weight: 780.90 g/mol
• Exact Mass: 780.42960671 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	0.8674	86.74%
OATP1B1 inhibitior	+	0.7635	76.35%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	-	0.5419	54.19%
P-glycoprotein inhibitior	+	0.7344	73.44%
P-glycoprotein substrate	-	0.7106	71.06%
CYP3A4 substrate	+	0.7206	72.06%
CYP2C9 substrate	-	0.7964	79.64%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.6042	60.42%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.7261	72.61%
Human Ether-a-go-go-Related Gene inhibition	+	0.6789	67.89%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8295	82.95%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8722	87.22%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7482	74.82%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	-	0.6266	62.66%
Glucocorticoid receptor binding	+	0.5879	58.79%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.7038	70.38%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9722	97.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.07%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.21%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.02%	98.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	84.69%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.98%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.40%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.76%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.23%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.15%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.89%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.43%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	80.25%	90.17%

Plants that contains it

• Ageratina tomentella
• Caralluma stalagmifera
• Drymaria cordata
• Euthamia graminifolia
• Ficus nervosa
• Prosopis cineraria
• Rubus xanthocarpus
• Uncaria hirsuta

Cross-Links

• PubChem: 102480386
• NPASS: NPC210867
• LOTUS: LTS0060891
• wikiData: Q105030170