[(1R)-1-[(1R,4R,5R,6R,8R,10R,11R,12R,16R,18S,21R)-10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-yl]-2-hydroxy-2-methylpropyl] acetate

Details

• Internal ID: da46af02-51e6-4d08-8805-e11cfe75db9e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1R)-1-[(1R,4R,5R,6R,8R,10R,11R,12R,16R,18S,21R)-10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-yl]-2-hydroxy-2-methylpropyl] acetate
• SMILES (Canonical): CC1CC(OC2(C1C3(CCC45CC46CCC(C(C6CC=C5C3(C2O)C)(C)C)OC7C(C(C(CO7)O)O)O)C)O)C(C(C)(C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H](O[C@@]2([C@H]1[C@]3(CC[C@@]45C[C@@]46CC[C@@H](C([C@@H]6CC=C5[C@@]3([C@H]2O)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)O)[C@H](C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C37H58O11/c1-18-15-21(28(32(5,6)43)46-19(2)38)48-37(44)27(18)33(7)13-14-36-17-35(36)12-11-24(47-29-26(41)25(40)20(39)16-45-29)31(3,4)22(35)9-10-23(36)34(33,8)30(37)42/h10,18,20-22,24-30,39-44H,9,11-17H2,1-8H3/t18-,20-,21-,22+,24+,25+,26-,27-,28-,29+,30-,33-,34-,35-,36+,37-/m1/s1
• InChI Key: FTUCJLKRCLNNPB-ADDOVYRNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₁
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.39791266 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9197	91.97%
Caco-2	-	0.8498	84.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8145	81.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	-	0.5771	57.71%
P-glycoprotein inhibitior	+	0.7725	77.25%
P-glycoprotein substrate	+	0.6811	68.11%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.7328	73.28%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8423	84.23%
CYP2C8 inhibition	+	0.7683	76.83%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.5430	54.30%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6526	65.26%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8560	85.60%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7541	75.41%
Acute Oral Toxicity (c)	III	0.4760	47.60%
Estrogen receptor binding	+	0.5422	54.22%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	-	0.5239	52.39%
Glucocorticoid receptor binding	+	0.6609	66.09%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.6683	66.83%
Honey bee toxicity	-	0.6794	67.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9781	97.81%

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	98.90%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.34%	97.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.11%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.87%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.06%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.79%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.58%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.62%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.84%	96.95%
CHEMBL5028	O14672	ADAM10	86.78%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.00%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.70%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.31%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.10%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.08%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.62%	97.28%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.54%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.53%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.23%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.20%	100.00%

Plants that contains it

• Actaea heracleifolia
• Actaea simplex

Cross-Links

• PubChem: 100936502
• LOTUS: LTS0062713
• wikiData: Q105001306