(1R,2R,3R,4R,6R,7R,8S,9R,12R,13R,16S,18R)-1,2,7,13,17,17-hexamethyl-6-(3-methyl-2-methylidenebutyl)-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-3,4,7-triol

Details

• Internal ID: 297a517b-b4a7-4824-84b2-f71230b71500
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,3R,4R,6R,7R,8S,9R,12R,13R,16S,18R)-1,2,7,13,17,17-hexamethyl-6-(3-methyl-2-methylidenebutyl)-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-3,4,7-triol
• SMILES (Canonical): CC(C)C(=C)CC1C(C2C3CCC4C5(CCC(C(C5CCC4(C3(C(C2(O1)O)O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)(C)O
• SMILES (Isomeric): CC(C)C(=C)C[C@@H]1[C@]([C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3([C@H]([C@@]2(O1)O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C)O
• InChI: InChI=1S/C37H62O10/c1-18(2)19(3)16-25-36(9,43)29-20-10-11-23-33(6)14-13-24(46-30-28(41)27(40)26(39)21(17-38)45-30)32(4,5)22(33)12-15-34(23,7)35(20,8)31(42)37(29,44)47-25/h18,20-31,38-44H,3,10-17H2,1-2,4-9H3/t20-,21-,22+,23-,24+,25-,26-,27+,28-,29+,30+,31-,33+,34-,35+,36+,37-/m1/s1
• InChI Key: CXLUKLOGJDXOLM-RXLAIOQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₂O₁₀
• Molecular Weight: 666.90 g/mol
• Exact Mass: 666.43429817 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 10
• 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	+	0.7559	75.59%
Caco-2	-	0.8516	85.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7634	76.34%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8353	83.53%
OATP1B3 inhibitior	+	0.8268	82.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8408	84.08%
P-glycoprotein inhibitior	+	0.7590	75.90%
P-glycoprotein substrate	-	0.6339	63.39%
CYP3A4 substrate	+	0.7196	71.96%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.8742	87.42%
CYP2C9 inhibition	-	0.8022	80.22%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.8430	84.30%
CYP2C8 inhibition	+	0.6450	64.50%
CYP inhibitory promiscuity	-	0.8259	82.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.5499	54.99%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7554	75.54%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7656	76.56%
skin sensitisation	-	0.8938	89.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7883	78.83%
Acute Oral Toxicity (c)	III	0.4764	47.64%
Estrogen receptor binding	+	0.6202	62.02%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	-	0.5317	53.17%
Glucocorticoid receptor binding	+	0.5701	57.01%
Aromatase binding	+	0.6606	66.06%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.6278	62.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	97.99%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.90%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL4072	P07858	Cathepsin B	95.86%	93.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.68%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.32%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.67%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.88%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.07%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.66%	95.36%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.99%	92.62%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.98%	96.69%
CHEMBL2996	Q05655	Protein kinase C delta	87.58%	97.79%
CHEMBL3837	P07711	Cathepsin L	87.46%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.33%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.99%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.85%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.68%	92.88%
CHEMBL237	P41145	Kappa opioid receptor	86.51%	98.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.35%	90.08%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.32%	92.86%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.86%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.27%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.61%	91.24%
CHEMBL268	P43235	Cathepsin K	82.88%	96.85%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.27%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.19%	89.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.57%	96.47%
CHEMBL3524	P56524	Histone deacetylase 4	81.24%	92.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.02%	95.56%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.31%	96.67%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.28%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.26%	97.28%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.22%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	80.17%	94.75%

Plants that contains it

• Sarcomphalus joazeiro

Cross-Links

• PubChem: 10699604
• LOTUS: LTS0016131
• wikiData: Q104667072