Assamicin II

Details

• Internal ID: 66bdb62c-46b0-448e-ba98-643e4ead16b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-10-[(2S,3R,4R,5R,6R)-3-hydroxy-6-methyl-4,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-2-yl]oxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1OC(=O)C(=CC)C)O)OC2C(C3(C(CC2(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)COC(=O)C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC(=O)/C(=C\C)/C)O)O[C@H]2[C@@H]([C@@]3([C@@H](C[C@@]4(C(=CCC5[C@]4(CCC6[C@@]5(CC[C@@H]([C@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)C)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C3CC2(C)C)C)O)COC(=O)C)O)C
• InChI: InChI=1S/C66H102O28/c1-14-27(3)55(82)89-47-30(6)86-59(46(78)49(47)90-56(83)28(4)15-2)94-53-52(79)66(26-84-31(7)69)33(22-61(53,8)9)32-16-17-36-62(10)20-19-38(63(11,25-68)35(62)18-21-64(36,12)65(32,13)23-37(66)70)88-60-51(93-58-44(76)42(74)40(72)34(24-67)87-58)48(45(77)50(92-60)54(80)81)91-57-43(75)41(73)39(71)29(5)85-57/h14-16,29-30,33-53,57-60,67-68,70-79H,17-26H2,1-13H3,(H,80,81)/b27-14-,28-15-/t29-,30-,33?,34-,35?,36?,37-,38+,39-,40+,41+,42+,43+,44-,45+,46-,47-,48+,49-,50+,51-,52+,53+,57-,58+,59+,60-,62+,63-,64-,65-,66+/m1/s1
• InChI Key: AGRHVNQGQZLXJL-LFDZVDEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₂O₂₈
• Molecular Weight: 1343.50 g/mol
• Exact Mass: 1342.65576259 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 27
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7856	78.56%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9722	97.22%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.6608	66.08%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.8054	80.54%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7506	75.06%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6389	63.89%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6382	63.82%
Androgen receptor binding	+	0.7598	75.98%
Thyroid receptor binding	+	0.7217	72.17%
Glucocorticoid receptor binding	+	0.8251	82.51%
Aromatase binding	+	0.7097	70.97%
PPAR gamma	+	0.8285	82.85%
Honey bee toxicity	-	0.6309	63.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	96.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	95.09%	91.65%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.32%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.42%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.21%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.21%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.88%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.55%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	84.91%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.61%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.41%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.37%	89.44%
CHEMBL5028	O14672	ADAM10	83.10%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.10%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.64%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.44%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.19%	91.07%

Plants that contains it

• Aesculus assamica

Cross-Links

• PubChem: 6918672
• LOTUS: LTS0188821
• wikiData: Q105095159