Adianthifolioside A

Details

• Internal ID: 753591e3-560f-4fb9-94ad-4a66d8ccddf4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-3-(2-hydroxybenzoyl)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
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7)OC(=O)C8=CC=CC=C8O)(C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)C)OC1C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C)C)NC(=O)C)O)O)OC1C(C(C(CO1)O)O)O)O)O
• SMILES (Isomeric): 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]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@H](C7)OC(=O)C8=CC=CC=C8O)(C)C)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)C)NC(=O)C)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O
• InChI: InChI=1S/C79H121NO38/c1-29-47(88)55(96)63(116-67-57(98)48(89)36(86)27-104-67)71(106-29)105-28-40-52(93)53(94)46(80-31(3)84)66(111-40)113-44-18-19-76(8)41(75(44,6)7)17-20-77(9)42(76)16-15-33-34-21-74(4,5)45(112-65(102)32-13-11-12-14-35(32)85)23-79(34,43(87)22-78(33,77)10)73(103)118-72-64(56(97)50(91)38(25-82)110-72)117-70-60(101)62(115-69-59(100)54(95)49(90)37(24-81)108-69)61(30(2)107-70)114-68-58(99)51(92)39(26-83)109-68/h11-15,29-30,34,36-64,66-72,81-83,85-101H,16-28H2,1-10H3,(H,80,84)/t29-,30+,34+,36-,37-,38-,39+,40-,41+,42-,43-,44+,45+,46-,47+,48+,49-,50-,51+,52-,53-,54+,55+,56+,57-,58-,59-,60-,61+,62+,63-,64-,66+,67+,68+,69+,70+,71-,72+,76+,77-,78-,79-/m1/s1
• InChI Key: QRFBXSRAUFTQQC-JBVMUASZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₉H₁₂₁NO₃₈
• Molecular Weight: 1692.80 g/mol
• Exact Mass: 1691.7566584 g/mol
• Topological Polar Surface Area (TPSA): 606.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -5.57
• H-Bond Acceptor: 38
• H-Bond Donor: 21
• Rotatable Bonds: 21

Synonyms

• CHEMBL447824

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8226	82.26%
Caco-2	-	0.8577	85.77%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7061	70.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6889	68.89%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.9246	92.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9771	97.71%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.7435	74.35%
CYP3A4 substrate	+	0.7567	75.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.7788	77.88%
CYP2C9 inhibition	-	0.8316	83.16%
CYP2C19 inhibition	-	0.8355	83.55%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.8246	82.46%
CYP2C8 inhibition	+	0.8400	84.00%
CYP inhibitory promiscuity	-	0.7260	72.60%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4915	49.15%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7344	73.44%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7620	76.20%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8598	85.98%
Acute Oral Toxicity (c)	III	0.6453	64.53%
Estrogen receptor binding	+	0.5478	54.78%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.7661	76.61%
Glucocorticoid receptor binding	+	0.8367	83.67%
Aromatase binding	+	0.7559	75.59%
PPAR gamma	+	0.8201	82.01%
Honey bee toxicity	-	0.6202	62.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	99.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.83%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.94%	96.61%
CHEMBL5028	O14672	ADAM10	89.76%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	88.32%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.42%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.09%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.49%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.17%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.84%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.36%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	81.87%	94.75%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.40%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.80%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.43%	100.00%

Plants that contains it

• Albizia adianthifolia

Cross-Links

• PubChem: 21629542
• LOTUS: LTS0151414
• wikiData: Q105226261