2-[[17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: bb294293-65dd-4dd2-bd62-2dd96bb4392d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)OO)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)OO)O)C)C)C
• InChI: InChI=1S/C36H62O11/c1-31(2,47-44)14-9-15-35(7,43)20-12-16-33(5)19(20)10-11-23-34(33,6)17-13-22-32(3,4)29(27(41)28(42)36(22,23)8)46-30-26(40)25(39)24(38)21(18-37)45-30/h9,14,19-30,37-44H,10-13,15-18H2,1-8H3
• InChI Key: OZGIVROHGSFHCX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₁
• Molecular Weight: 670.90 g/mol
• Exact Mass: 670.42921279 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7075	70.75%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6393	63.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8190	81.90%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.7484	74.84%
P-glycoprotein inhibitior	+	0.7719	77.19%
P-glycoprotein substrate	-	0.6936	69.36%
CYP3A4 substrate	+	0.6929	69.29%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.8344	83.44%
CYP2C19 inhibition	-	0.8452	84.52%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8133	81.33%
CYP2C8 inhibition	+	0.6257	62.57%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.6466	64.66%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.5879	58.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.7267	72.67%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6766	67.66%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7353	73.53%
Acute Oral Toxicity (c)	III	0.3898	38.98%
Estrogen receptor binding	+	0.6735	67.35%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	-	0.5385	53.85%
Glucocorticoid receptor binding	+	0.6502	65.02%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.6652	66.52%
Honey bee toxicity	-	0.6652	66.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9355	93.55%

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	98.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.66%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.25%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.64%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.71%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.23%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.84%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.53%	91.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.08%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.70%	100.00%
CHEMBL233	P35372	Mu opioid receptor	82.28%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.07%	92.62%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 85228939
• LOTUS: LTS0087088
• wikiData: Q105203773