(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E,6R)-2-methyl-6-[(1S,3S,4S,6S,8S,11S,12S,14S,15R,16R)-4,6,14-trihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoxy]oxane-3,4,5-triol

Details

• Internal ID: ea62ac36-4909-433a-a689-de038aee2f61
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E,6R)-2-methyl-6-[(1S,3S,4S,6S,8S,11S,12S,14S,15R,16R)-4,6,14-trihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC=C(C)COC1C(C(C(C(O1)CO)O)O)O)C2C(CC3(C2(CCC45C3CCC6C4(C5)C(CC(C6(C)C)O)O)C)C)O
• SMILES (Isomeric): C[C@H](CC/C=C(\C)/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@H]2[C@H](C[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)[C@H](C[C@@H](C6(C)C)O)O)C)C)O
• InChI: InChI=1S/C36H60O9/c1-19(17-44-31-30(43)29(42)28(41)22(16-37)45-31)8-7-9-20(2)27-21(38)15-34(6)24-11-10-23-32(3,4)25(39)14-26(40)36(23)18-35(24,36)13-12-33(27,34)5/h8,20-31,37-43H,7,9-18H2,1-6H3/b19-8+/t20-,21+,22-,23+,24+,25+,26+,27+,28-,29+,30-,31-,33-,34+,35+,36-/m1/s1
• InChI Key: QHRWOFGFQWIHBX-BJCZWPLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₉
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.42373349 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7562	75.62%
Caco-2	-	0.8507	85.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6666	66.66%
OATP2B1 inhibitior	-	0.5777	57.77%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6711	67.11%
P-glycoprotein inhibitior	+	0.7080	70.80%
P-glycoprotein substrate	-	0.5452	54.52%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9261	92.61%
CYP2C9 inhibition	-	0.6650	66.50%
CYP2C19 inhibition	-	0.8166	81.66%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	+	0.5842	58.42%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.6407	64.07%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7115	71.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7701	77.01%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7499	74.99%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7703	77.03%
Acute Oral Toxicity (c)	I	0.5133	51.33%
Estrogen receptor binding	+	0.6511	65.11%
Androgen receptor binding	+	0.7738	77.38%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	+	0.5688	56.88%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.6168	61.68%
Honey bee toxicity	-	0.6125	61.25%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9373	93.73%

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	97.60%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.04%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.11%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.16%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.97%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.95%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.70%	91.24%
CHEMBL237	P41145	Kappa opioid receptor	87.79%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.55%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	85.90%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.43%	96.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.68%	95.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.19%	94.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.66%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	83.08%	95.93%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.96%	96.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.87%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.83%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.75%	92.88%
CHEMBL259	P32245	Melanocortin receptor 4	82.47%	95.38%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.32%	93.10%
CHEMBL249	P25103	Neurokinin 1 receptor	82.26%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.21%	98.05%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.17%	89.05%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.15%	95.58%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.07%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.91%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.65%	82.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.59%	97.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.44%	92.86%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.24%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.17%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.97%	89.50%
CHEMBL299	P17252	Protein kinase C alpha	80.94%	98.03%
CHEMBL2514	O95665	Neurotensin receptor 2	80.53%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.52%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.46%	95.71%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.11%	92.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.00%	85.14%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 101633739
• LOTUS: LTS0150286
• wikiData: Q105221125