Atroximasaponin F1

Details

• Internal ID: 0167ee57-494c-4e15-a51c-2f12e323affc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,4aR,6aR,6bR,8aS,9R,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-2,9-dihydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC5(C(=CCC6C5(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C3CC(CC4O)(C)C)CO)C)OC(=O)C=CC9=CC=C(C=C9)OC)OC1C(C(C(C(O1)COC(=O)C)O)O)O)O)O)OC1C(C(C(CO1)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(C[C@H]([C@@H]([C@]7(C)C(=O)O)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)[C@@H]3CC(C[C@H]4O)(C)C)CO)C)OC(=O)/C=C\C9=CC=C(C=C9)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)O)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
• InChI: InChI=1S/C71H104O33/c1-29-54(100-59-50(85)44(79)37(76)26-94-59)49(84)53(88)60(95-29)102-57-56(101-61-51(86)48(83)46(81)39(98-61)27-93-31(3)74)55(99-43(78)17-12-32-10-13-33(92-9)14-11-32)30(2)96-63(57)104-65(91)71-21-20-70(28-73)34(35(71)22-66(4,5)24-42(71)77)15-16-40-67(6)23-36(75)58(69(8,64(89)90)41(67)18-19-68(40,70)7)103-62-52(87)47(82)45(80)38(25-72)97-62/h10-15,17,29-30,35-42,44-63,72-73,75-77,79-88H,16,18-28H2,1-9H3,(H,89,90)/b17-12-/t29-,30+,35-,36+,37+,38+,39+,40+,41+,42+,44-,45+,46+,47-,48-,49-,50+,51+,52+,53+,54-,55-,56-,57+,58-,59-,60-,61-,62+,63-,67+,68+,69+,70-,71-/m0/s1
• InChI Key: ZGPPYTJOARPUMG-XCAHQZSTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₀₄O₃₃
• Molecular Weight: 1485.60 g/mol
• Exact Mass: 1484.6459858 g/mol
• Topological Polar Surface Area (TPSA): 512.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 32
• H-Bond Donor: 16
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8498	84.98%
Caco-2	-	0.8595	85.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7750	77.50%
OATP1B3 inhibitior	-	0.2743	27.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9725	97.25%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.7551	75.51%
CYP3A4 substrate	+	0.7510	75.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.7267	72.67%
CYP2C9 inhibition	-	0.8290	82.90%
CYP2C19 inhibition	-	0.8146	81.46%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.7939	79.39%
CYP2C8 inhibition	+	0.8304	83.04%
CYP inhibitory promiscuity	-	0.9582	95.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.6958	69.58%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7476	74.76%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7834	78.34%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.5833	58.33%
Estrogen receptor binding	+	0.5816	58.16%
Androgen receptor binding	+	0.7666	76.66%
Thyroid receptor binding	+	0.7419	74.19%
Glucocorticoid receptor binding	+	0.8195	81.95%
Aromatase binding	+	0.7523	75.23%
PPAR gamma	+	0.8215	82.15%
Honey bee toxicity	-	0.6395	63.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	99.80%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.88%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.73%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.69%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.56%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.43%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.13%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.99%	90.17%
CHEMBL5028	O14672	ADAM10	87.87%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.79%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.51%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.92%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.72%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.48%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	84.77%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.32%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.06%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	83.06%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.40%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.12%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.24%	94.33%

Plants that contains it

• Atroxima liberica

Cross-Links

• PubChem: 163106863
• LOTUS: LTS0256751
• wikiData: Q105375355