[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[6-(1-hydroxyethyl)-2-oxo-6-propan-2-yloxan-3-yl]-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate

Details

• Internal ID: 85888fe6-dd5a-4312-99f6-ad16b6096b54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[6-(1-hydroxyethyl)-2-oxo-6-propan-2-yloxan-3-yl]-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
• SMILES (Canonical): CC(C)C1(CCC(C(=O)O1)C2C(CC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC(=O)C)C(C)O
• SMILES (Isomeric): CC(C)C1(CCC(C(=O)O1)C2C(CC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC(=O)C)C(C)O
• InChI: InChI=1S/C43H66O16/c1-19(2)43(20(3)46)14-10-25(38(53)59-43)31-28(54-21(4)47)16-27-24-8-7-22-15-23(9-12-41(22,5)26(24)11-13-42(27,31)6)55-40-37(35(51)33(49)30(18-45)57-40)58-39-36(52)34(50)32(48)29(17-44)56-39/h8,11,19-20,22-23,25,27-37,39-40,44-46,48-52H,7,9-10,12-18H2,1-6H3
• InChI Key: PJMZZWIGLVKQLI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₆O₁₆
• Molecular Weight: 839.00 g/mol
• Exact Mass: 838.43508601 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8192	81.92%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8955	89.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8303	83.03%
OATP1B3 inhibitior	-	0.2739	27.39%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8399	83.99%
P-glycoprotein inhibitior	+	0.7400	74.00%
P-glycoprotein substrate	+	0.5735	57.35%
CYP3A4 substrate	+	0.7369	73.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8957	89.57%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.8521	85.21%
CYP2C19 inhibition	-	0.9203	92.03%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.6557	65.57%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5979	59.79%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.6027	60.27%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7189	71.89%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9147	91.47%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6750	67.50%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	+	0.8251	82.51%
Androgen receptor binding	+	0.7430	74.30%
Thyroid receptor binding	-	0.5054	50.54%
Glucocorticoid receptor binding	+	0.6687	66.87%
Aromatase binding	+	0.5901	59.01%
PPAR gamma	+	0.7625	76.25%
Honey bee toxicity	-	0.6488	64.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	99.53%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	98.63%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.05%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.37%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.43%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.25%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.29%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.97%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.93%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.31%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.02%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	89.93%	94.97%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.75%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.43%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.26%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	85.70%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.33%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.27%	96.47%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.03%	97.53%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.93%	85.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.69%	90.08%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.50%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.67%	94.00%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.70%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.45%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.29%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.14%	91.19%

Plants that contains it

• Decaneuropsis cumingiana

Cross-Links

• PubChem: 75235601
• LOTUS: LTS0262755
• wikiData: Q105210049