9-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

Details

• Internal ID: 5f8ef125-dfef-4647-9d5e-88d0b7f34150
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 9-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
• SMILES (Canonical): CC1(CCC23CCC4(C5(CCC6C(C5C7C(C4(C2C1)OC3=O)O7)(CCC(C6(C)CO)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C
• SMILES (Isomeric): CC1(CCC23CCC4(C5(CCC6C(C5C7C(C4(C2C1)OC3=O)O7)(CCC(C6(C)CO)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C
• InChI: InChI=1S/C41H64O14/c1-35(2)11-13-40-14-12-39(6)38(5)10-7-21-36(3,30(38)29-31(53-29)41(39,22(40)15-35)55-34(40)49)9-8-23(37(21,4)18-43)52-33-28(24(45)19(44)17-50-33)54-32-27(48)26(47)25(46)20(16-42)51-32/h19-33,42-48H,7-18H2,1-6H3
• InChI Key: GFYIXACGDHOCTI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₄
• Molecular Weight: 780.90 g/mol
• Exact Mass: 780.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6515	65.15%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5542	55.42%
P-glycoprotein inhibitior	+	0.7521	75.21%
P-glycoprotein substrate	-	0.5271	52.71%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8584	85.84%
CYP2C9 inhibition	-	0.7716	77.16%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	+	0.6292	62.92%
CYP inhibitory promiscuity	-	0.9657	96.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6553	65.53%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.6874	68.74%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7138	71.38%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6854	68.54%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5121	51.21%
Acute Oral Toxicity (c)	I	0.6180	61.80%
Estrogen receptor binding	+	0.6788	67.88%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	-	0.6092	60.92%
Glucocorticoid receptor binding	+	0.6328	63.28%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.7042	70.42%
Honey bee toxicity	-	0.6665	66.65%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.8796	87.96%

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	93.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.31%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	92.99%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.97%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.83%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.57%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.43%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.14%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	88.04%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.10%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.43%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.71%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.58%	94.00%
CHEMBL2581	P07339	Cathepsin D	84.30%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.25%	97.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.42%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.37%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.13%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.04%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.74%	92.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.60%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.21%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.76%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.73%	93.04%

Plants that contains it

• Beilschmiedia zenkeri
• Caulophyllum thalictroides
• Piper attenuatum
• Piper longum
• Piper nigrum
• Piper pedicellatum
• Piper retrofractum
• Piper sarmentosum

Cross-Links

• PubChem: 56671304
• LOTUS: LTS0071256
• wikiData: Q104389500