[5-Acetyloxy-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-hydroxy-4a-(hydroxymethyl)-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: db74c461-5783-470c-a02f-614c703db3a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [5-acetyloxy-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-hydroxy-4a-(hydroxymethyl)-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(CC2OC(=O)C)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)CO)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2OC(=O)C)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)CO)O
• InChI: InChI=1S/C60H96O25/c1-12-25(2)50(75)85-49-48(74)60(24-63)29(19-55(49,5)6)28-13-14-34-57(9)17-16-35(56(7,8)33(57)15-18-58(34,10)59(28,11)20-36(60)78-27(4)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)77-51/h12-13,26,29-49,51-54,61-63,65-74H,14-24H2,1-11H3
• InChI Key: OXXXHTLYXWXQGH-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: 1.20
• 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	+	0.7181	71.81%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7342	73.42%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9756	97.56%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.5706	57.06%
CYP3A4 substrate	+	0.7486	74.86%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7811	78.11%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7967	79.67%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8232	82.32%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	+	0.6393	63.93%
Glucocorticoid receptor binding	+	0.7856	78.56%
Aromatase binding	+	0.6676	66.76%
PPAR gamma	+	0.8130	81.30%
Honey bee toxicity	-	0.5671	56.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.87%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.12%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.98%	97.36%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.89%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.43%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.31%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.77%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.57%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.05%	92.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.93%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.83%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.33%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.96%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.33%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.91%	94.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.31%	89.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.75%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%

Plants that contains it

• Lysimachia foenum-graecum

Cross-Links

• PubChem: 76382395
• LOTUS: LTS0028813
• wikiData: Q105203036