10-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosan-22-one

Details

• Internal ID: 3e7f3e7f-611d-4e4e-82ed-314e51166016
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosan-22-one
• SMILES (Canonical): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC26CCC1(OC6=O)C)C)C)(C)C)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC26CCC1(OC6=O)C)C)C)(C)C)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)C
• InChI: InChI=1S/C41H66O12/c1-20-27-21-8-9-25-37(4)12-11-26(51-34-32(28(44)22(43)19-49-34)52-33-31(47)30(46)29(45)23(18-42)50-33)36(2,3)24(37)10-13-39(25,6)38(21,5)14-16-41(27)17-15-40(20,7)53-35(41)48/h20-34,42-47H,8-19H2,1-7H3
• InChI Key: GQIGTWDQVFHWNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₂
• Molecular Weight: 751.00 g/mol
• Exact Mass: 750.45542754 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4664	46.64%
Caco-2	-	0.8809	88.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7843	78.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	+	0.7883	78.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8219	82.19%
P-glycoprotein inhibitior	+	0.7531	75.31%
P-glycoprotein substrate	-	0.6390	63.90%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9040	90.40%
CYP2C8 inhibition	+	0.5809	58.09%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8104	81.04%
Acute Oral Toxicity (c)	III	0.5442	54.42%
Estrogen receptor binding	+	0.7085	70.85%
Androgen receptor binding	+	0.7463	74.63%
Thyroid receptor binding	-	0.6427	64.27%
Glucocorticoid receptor binding	+	0.6306	63.06%
Aromatase binding	+	0.6829	68.29%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.6207	62.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.8193	81.93%

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	95.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.81%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.26%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	91.21%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.44%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.18%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.81%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.27%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL233	P35372	Mu opioid receptor	84.40%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.93%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.77%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.72%	97.14%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.61%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.29%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.19%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.60%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.25%	92.94%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.12%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.37%	92.50%

Plants that contains it

• Caulophyllum thalictroides

Cross-Links

• PubChem: 56677414
• LOTUS: LTS0193834
• wikiData: Q105015398