4-[3-[10,13-Dimethyl-6-oxo-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxobutyl]-3,5-dimethyloxolan-2-one

Details

• Internal ID: efbebf64-0d8c-4938-b635-15e8c20d15fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-[3-[10,13-dimethyl-6-oxo-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxobutyl]-3,5-dimethyloxolan-2-one
• SMILES (Canonical): CC1C(C(OC1=O)C)CC(=O)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C
• SMILES (Isomeric): CC1C(C(OC1=O)C)CC(=O)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C
• InChI: InChI=1S/C41H64O15/c1-17-21(19(3)53-37(17)51)13-27(43)18(2)23-6-7-24-22-14-28(44)26-12-20(8-10-41(26,5)25(22)9-11-40(23,24)4)54-39-36(50)34(48)32(46)30(56-39)16-52-38-35(49)33(47)31(45)29(15-42)55-38/h17-26,29-36,38-39,42,45-50H,6-16H2,1-5H3
• InChI Key: WPPNAAZOIJSYCD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₅
• Molecular Weight: 796.90 g/mol
• Exact Mass: 796.42452133 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5508	55.08%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8167	81.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7999	79.99%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7428	74.28%
P-glycoprotein inhibitior	+	0.7349	73.49%
P-glycoprotein substrate	+	0.5984	59.84%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9186	91.86%
CYP2C8 inhibition	+	0.5461	54.61%
CYP inhibitory promiscuity	-	0.9582	95.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.6678	66.78%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6667	66.67%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6230	62.30%
skin sensitisation	-	0.9520	95.20%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8109	81.09%
Acute Oral Toxicity (c)	I	0.6839	68.39%
Estrogen receptor binding	+	0.8468	84.68%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	-	0.6043	60.43%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.7224	72.24%
Honey bee toxicity	-	0.6888	68.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9088	90.88%

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	98.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.95%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	95.26%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.55%	96.77%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.95%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	88.44%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	88.41%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.17%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	87.76%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.02%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	85.80%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.34%	97.14%
CHEMBL4581	P52732	Kinesin-like protein 1	85.13%	93.18%
CHEMBL1871	P10275	Androgen Receptor	83.84%	96.43%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.51%	86.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.40%	96.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.02%	92.32%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.92%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.77%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.00%	93.56%
CHEMBL5028	O14672	ADAM10	81.31%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.47%	85.31%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.36%	95.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.36%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%

Plants that contains it

• Dendrobium ochreatum

Cross-Links

• PubChem: 162990060
• LOTUS: LTS0247917
• wikiData: Q105310112