2-[[2-Hydroxy-3a,6,6,9a-tetramethyl-3-[2-methyl-5-(2,5,6-trihydroxy-6-methylheptan-2-yl)oxolan-2-yl]-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a60311b6-155a-4687-b75b-6fe74c2522c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[2-hydroxy-3a,6,6,9a-tetramethyl-3-[2-methyl-5-(2,5,6-trihydroxy-6-methylheptan-2-yl)oxolan-2-yl]-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC(C3C5(CCC(O5)C(C)(CCC(C(C)(C)O)O)O)C)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC(C3C5(CCC(O5)C(C)(CCC(C(C)(C)O)O)O)C)O)C)C
• InChI: InChI=1S/C36H64O11/c1-31(2)21-9-13-34(6)22(33(21,5)14-11-24(31)46-30-28(42)27(41)26(40)20(18-37)45-30)17-19(38)29(34)36(8)16-12-25(47-36)35(7,44)15-10-23(39)32(3,4)43/h19-30,37-44H,9-18H2,1-8H3
• InChI Key: JGBAZWUZJBIUPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₄O₁₁
• Molecular Weight: 672.90 g/mol
• Exact Mass: 672.44486285 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7200	72.00%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7353	73.53%
P-glycoprotein substrate	-	0.6673	66.73%
CYP3A4 substrate	+	0.7203	72.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.8724	87.24%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.5562	55.62%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.6785	67.85%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.7748	77.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6679	66.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6747	67.47%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7251	72.51%
Acute Oral Toxicity (c)	I	0.6880	68.80%
Estrogen receptor binding	+	0.5871	58.71%
Androgen receptor binding	+	0.6537	65.37%
Thyroid receptor binding	-	0.5843	58.43%
Glucocorticoid receptor binding	+	0.6118	61.18%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.6424	64.24%
Honey bee toxicity	-	0.6107	61.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8744	87.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.82%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.38%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.44%	97.79%
CHEMBL237	P41145	Kappa opioid receptor	95.30%	98.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.96%	98.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.03%	97.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.18%	95.58%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.46%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.18%	96.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.55%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.73%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	86.62%	97.64%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.53%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.07%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.61%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.96%	92.88%
CHEMBL204	P00734	Thrombin	83.83%	96.01%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.38%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.34%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.22%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.03%	93.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.87%	91.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.73%	85.14%
CHEMBL4581	P52732	Kinesin-like protein 1	81.72%	93.18%
CHEMBL259	P32245	Melanocortin receptor 4	81.30%	95.38%
CHEMBL226	P30542	Adenosine A1 receptor	80.73%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.55%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.15%	97.33%

Plants that contains it

• Adesmia aconcaguensis

Cross-Links

• PubChem: 162880860
• LOTUS: LTS0179232
• wikiData: Q105127176