[(1S,1'R,2S,3'R,4R,4'R,5S,5'R,6'R,10'S,12'S,13'S,16'R,18'S,21'R)-2-hydroxy-1,4',6',12',17',17'-hexamethyl-18'-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane]-3'-yl] acetate

Details

• Internal ID: 234e42c9-2358-4853-85fc-edef7dcb4752
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,1'R,2S,3'R,4R,4'R,5S,5'R,6'R,10'S,12'S,13'S,16'R,18'S,21'R)-2-hydroxy-1,4',6',12',17',17'-hexamethyl-18'-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane]-3'-yl] acetate
• SMILES (Canonical): CC1CC2(C3C(O3)(C(O2)O)C)OC4C1C5(C(CC67CC68CCC(C(C8CCC7C5(C4)C)(C)C)OC9C(C(C(CO9)O)O)O)OC(=O)C)C
• SMILES (Isomeric): C[C@@H]1C[C@@]2([C@@H]3[C@](O3)([C@H](O2)O)C)O[C@@H]4[C@H]1[C@]5([C@@H](C[C@@]67C[C@@]68CC[C@@H](C([C@@H]8CC[C@H]7[C@@]5(C4)C)(C)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)OC(=O)C)C
• InChI: InChI=1S/C37H56O11/c1-17-12-37(29-34(7,47-29)30(42)48-37)46-20-13-32(5)22-9-8-21-31(3,4)23(45-28-27(41)26(40)19(39)15-43-28)10-11-35(21)16-36(22,35)14-24(44-18(2)38)33(32,6)25(17)20/h17,19-30,39-42H,8-16H2,1-7H3/t17-,19-,20+,21+,22+,23+,24-,25+,26+,27-,28+,29+,30+,32+,33-,34+,35-,36+,37-/m1/s1
• InChI Key: NEWMWGLPJQHSSQ-MEIFKQOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₁₁
• Molecular Weight: 676.80 g/mol
• Exact Mass: 676.38226260 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7991	79.91%
Caco-2	-	0.8569	85.69%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7331	73.31%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7899	78.99%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.5402	54.02%
CYP3A4 substrate	+	0.7332	73.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.8158	81.58%
CYP2C9 inhibition	-	0.7732	77.32%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.8532	85.32%
CYP2C8 inhibition	+	0.7414	74.14%
CYP inhibitory promiscuity	-	0.9711	97.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6447	64.47%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.6564	65.64%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4522	45.22%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7790	77.90%
skin sensitisation	-	0.8778	87.78%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6376	63.76%
Acute Oral Toxicity (c)	I	0.4053	40.53%
Estrogen receptor binding	-	0.5297	52.97%
Androgen receptor binding	+	0.7540	75.40%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	+	0.6427	64.27%
Aromatase binding	+	0.6828	68.28%
PPAR gamma	+	0.6717	67.17%
Honey bee toxicity	-	0.6420	64.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9383	93.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.48%	85.14%
CHEMBL204	P00734	Thrombin	93.54%	96.01%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.24%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	89.97%	91.19%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	89.63%	83.65%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.58%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.45%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.23%	82.69%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.51%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.27%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.10%	98.75%
CHEMBL2581	P07339	Cathepsin D	83.64%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.62%	91.07%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.19%	98.99%
CHEMBL5028	O14672	ADAM10	83.04%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.93%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.70%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.74%	96.21%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.23%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.15%	97.14%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.74%	97.31%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.34%	94.78%

Plants that contains it

• Actaea cimicifuga
• Actaea dahurica
• Actaea simplex

Cross-Links

• PubChem: 53325243
• NPASS: NPC60253