[5-Hydroxy-4a-(hydroxymethyl)-10-[5-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[3,4,5-trihydroxy-6-[(2,3,4-trihydroxy-5-methylcyclohexyl)oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] acetate

Details

• Internal ID: 456bf3c2-d18f-43ca-b4cd-d401e5e419f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [5-hydroxy-4a-(hydroxymethyl)-10-[5-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[3,4,5-trihydroxy-6-[(2,3,4-trihydroxy-5-methylcyclohexyl)oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] acetate
• SMILES (Canonical): CC1CC(C(C(C1O)O)O)OCC2C(C(C(C(O2)OC3C(COC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CC(C9(C8CC(CC9OC(=O)C)(C)C)CO)O)C)C)C)O)O)O)O
• SMILES (Isomeric): CC1CC(C(C(C1O)O)O)OCC2C(C(C(C(O2)OC3C(COC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CC(C9(C8CC(CC9OC(=O)C)(C)C)CO)O)C)C)C)O)O)O)O
• InChI: InChI=1S/C56H92O22/c1-24-16-29(38(63)41(66)37(24)62)71-22-31-40(65)43(68)45(70)49(75-31)77-46-28(60)21-72-50(47(46)78-48-44(69)42(67)39(64)30(20-57)74-48)76-35-13-14-53(7)32(52(35,5)6)12-15-54(8)33(53)11-10-26-27-17-51(3,4)19-36(73-25(2)59)56(27,23-58)34(61)18-55(26,54)9/h10,24,27-50,57-58,60-70H,11-23H2,1-9H3
• InChI Key: ZLVQPBQYMMBDTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₂
• Molecular Weight: 1117.30 g/mol
• Exact Mass: 1116.60802456 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7504	75.04%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8964	89.64%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.5293	52.93%
CYP3A4 substrate	+	0.7473	74.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7482	74.82%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7779	77.79%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8571	85.71%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8240	82.40%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8172	81.72%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	+	0.5627	56.27%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.8223	82.23%
Honey bee toxicity	-	0.6179	61.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	98.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.79%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.10%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.31%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.76%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.73%	96.21%
CHEMBL2581	P07339	Cathepsin D	86.51%	98.95%
CHEMBL5028	O14672	ADAM10	85.61%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.40%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.34%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.35%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.55%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.49%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.93%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.37%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.97%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.50%	97.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.41%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.03%	95.56%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 163060955
• LOTUS: LTS0106238
• wikiData: Q105379233