Esculentoside F

Details

• Internal ID: 34a2c37b-9d65-4e97-8347-f5e062b53991
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aR,6aR,6aS,6bR,9R,10R,11S,12aR,14bR)-10-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)C2C1)C)C(=O)O)C(=O)O
• SMILES (Isomeric): C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CCC5[C@@]4(C[C@@H]([C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)C)[C@H]2C1)C)C(=O)O)C(=O)O
• InChI: InChI=1S/C41H64O16/c1-36(34(50)51)10-12-41(35(52)53)13-11-39(4)19(20(41)14-36)6-7-25-37(2)15-21(44)31(38(3,18-43)24(37)8-9-40(25,39)5)57-32-29(48)27(46)23(17-54-32)56-33-30(49)28(47)26(45)22(16-42)55-33/h6,20-33,42-49H,7-18H2,1-5H3,(H,50,51)(H,52,53)/t20-,21+,22-,23-,24?,25-,26-,27+,28+,29-,30-,31+,32+,33+,36-,37+,38+,39-,40-,41+/m1/s1
• InChI Key: IZWDXDONQAMEHX-BZMKVPAPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₆
• Molecular Weight: 812.90 g/mol
• Exact Mass: 812.41943595 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

• 95263-31-3
• (2R,4aR,6aR,6aS,6bR,9R,10R,11S,12aR,14bR)-10-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid
• DTXSID40915043
• C41H64O16
• C41-H64-O16
• 3-[(4-O-Hexopyranosylpentopyranosyl)oxy]-2,23-dihydroxyolean-12-ene-28,29-dioic acid
• Olean-12-ene-28,29-dioic acid, 3-((4-O-beta-D-glucopyranosyl-beta-D-xylopyranosyl)oxy)-2,23-dihydroxy-, (2beta,3beta,4alpha,20beta)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	0.8750	87.50%
OATP1B1 inhibitior	+	0.8033	80.33%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.7725	77.25%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	-	0.5422	54.22%
CYP3A4 substrate	+	0.7144	71.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7054	70.54%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7230	72.30%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7526	75.26%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6985	69.85%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	-	0.6094	60.94%
Glucocorticoid receptor binding	+	0.6534	65.34%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.6912	69.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9440	94.40%

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	98.56%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.81%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.06%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.41%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.17%	96.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.15%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.08%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.79%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.45%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.21%	98.95%
CHEMBL5028	O14672	ADAM10	80.74%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.72%	92.50%

Plants that contains it

• Phytolacca acinosa
• Phytolacca americana

Cross-Links

• PubChem: 3035561
• NPASS: NPC44723