(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,2R,3R,5R,7R,10S,11R,14S,15R)-7-hydroxy-2,6,6,10-tetramethyl-15-[(2R,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: e8ab67b2-279b-4dea-b321-59fa6f40441a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,2R,3R,5R,7R,10S,11R,14S,15R)-7-hydroxy-2,6,6,10-tetramethyl-15-[(2R,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CC(C(C(C)(C)O)O)O)C1CCC23C1(C2)CCC4C3(C(CC5C4(CCC(C5(C)C)O)C)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): C[C@H](C[C@H]([C@@H](C(C)(C)O)O)O)[C@H]1CC[C@@]23[C@]1(C2)CC[C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(CC[C@H](C5(C)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
• InChI: InChI=1S/C36H62O10/c1-18(14-20(38)29(43)32(4,5)44)19-8-13-36-17-35(19,36)12-9-22-33(6)11-10-24(39)31(2,3)23(33)15-25(34(22,36)7)46-30-28(42)27(41)26(40)21(16-37)45-30/h18-30,37-44H,8-17H2,1-7H3/t18-,19-,20-,21-,22-,23+,24-,25-,26-,27+,28-,29+,30+,33-,34+,35+,36-/m1/s1
• InChI Key: BNLZRGXSUIQLIM-VHUHGRMBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₀
• Molecular Weight: 654.90 g/mol
• Exact Mass: 654.43429817 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 10
• 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	+	0.6791	67.91%
Caco-2	-	0.8271	82.71%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6055	60.55%
OATP2B1 inhibitior	-	0.7218	72.18%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.8887	88.87%
P-glycoprotein inhibitior	+	0.6564	65.64%
P-glycoprotein substrate	-	0.5679	56.79%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.8757	87.57%
CYP2C9 inhibition	-	0.7073	70.73%
CYP2C19 inhibition	-	0.8278	82.78%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	+	0.5385	53.85%
CYP inhibitory promiscuity	-	0.9442	94.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7395	73.95%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.6829	68.29%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6646	66.46%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5832	58.32%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8391	83.91%
Acute Oral Toxicity (c)	I	0.4343	43.43%
Estrogen receptor binding	+	0.6075	60.75%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	-	0.5082	50.82%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.6421	64.21%
Honey bee toxicity	-	0.6509	65.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8598	85.98%

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	99.40%	97.25%
CHEMBL3837	P07711	Cathepsin L	96.48%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.46%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	96.18%	98.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.01%	95.58%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	93.18%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	92.09%	97.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.75%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	90.28%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	89.82%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.17%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	89.08%	92.78%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.99%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.26%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.84%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.70%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.94%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.78%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.85%	82.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.69%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.47%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.26%	90.24%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.24%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	83.84%	98.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.49%	98.75%
CHEMBL1977	P11473	Vitamin D receptor	83.38%	99.43%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.19%	89.50%
CHEMBL5028	O14672	ADAM10	82.95%	97.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.67%	97.86%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.30%	95.36%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	81.83%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.79%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.78%	96.61%
CHEMBL268	P43235	Cathepsin K	81.42%	96.85%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.79%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.55%	91.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.54%	97.29%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.31%	95.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.03%	92.88%

Plants that contains it

• Dysoxylum cumingianum

Cross-Links

• PubChem: 102062668
• LOTUS: LTS0127505
• wikiData: Q104938883