[4a-(Acetyloxymethyl)-10-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] 2-methylbut-2-enoate

Details

• Internal ID: 901cd78b-36f8-4b11-b14f-a0eec0416246
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [4a-(acetyloxymethyl)-10-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)COC(=O)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)COC(=O)C)O
• InChI: InChI=1S/C60H96O25/c1-12-25(2)50(75)85-49-48(74)60(24-77-27(4)63)29(19-55(49,5)6)28-13-14-34-57(9)17-16-36(56(7,8)33(57)15-18-58(34,10)59(28,11)20-35(60)64)82-53-46(40(68)32(23-76-53)81-52-45(73)42(70)38(66)30(21-61)79-52)84-54-47(43(71)39(67)31(22-62)80-54)83-51-44(72)41(69)37(65)26(3)78-51/h12-13,26,29-49,51-54,61-62,64-74H,14-24H2,1-11H3
• InChI Key: KVLOEUJTCWCQEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₆O₂₅
• Molecular Weight: 1217.40 g/mol
• Exact Mass: 1216.62406854 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 14

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	-	0.8681	86.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7306	73.06%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9756	97.56%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.6093	60.93%
CYP3A4 substrate	+	0.7481	74.81%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8973	89.73%
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	+	0.7904	79.04%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7910	79.10%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8175	81.75%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.6289	62.89%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.6699	66.99%
PPAR gamma	+	0.8057	80.57%
Honey bee toxicity	-	0.5856	58.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
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	98.42%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.24%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.45%	97.36%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	94.29%	91.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.64%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.81%	91.24%
CHEMBL2581	P07339	Cathepsin D	89.68%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.47%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.36%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.68%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.08%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.03%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.40%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.39%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.86%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.53%	94.00%
CHEMBL5028	O14672	ADAM10	83.62%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.03%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.36%	96.77%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.72%	89.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.39%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.39%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.92%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.76%	95.50%

Plants that contains it

• Lysimachia foenum-graecum

Cross-Links

• PubChem: 76382368
• LOTUS: LTS0095821
• wikiData: Q105146602