[(1S,1'S,2S,3'R,4R,4'R,5R,5'R,6'R,10'S,12'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]docos-13-ene]-3'-yl] acetate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	9af8687e-602e-46e2-87ae-cb8edd43d415
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name	[(1S,1'S,2S,3'R,4R,4'R,5R,5'R,6'R,10'S,12'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]docos-13-ene]-3'-yl] acetate
SMILES (Canonical)	CC1CC2(C3C(O3)(C(O2)O)C)OC4C1C5(C(CC67CC68CCC(C(C8CC=C7C5(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=C7[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/C37H54O11/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/h9,17,19-21,23-30,39-42H,8,10-16H2,1-7H3/t17-,19-,20+,21+,23+,24-,25+,26+,27-,28+,29-,30+,32+,33-,34+,35-,36+,37-/m1/s1
InChI Key	XUJMHSCMPCZWOV-DMMGXQSLSA-N
Popularity	9 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₇H₅₄O₁₁
Molecular Weight	674.80 g/mol
Exact Mass	674.36661253 g/mol
Topological Polar Surface Area (TPSA)	157.00 Å²
XlogP	2.60
Atomic LogP (AlogP)	2.95
H-Bond Acceptor	11
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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C37H54O11

C37-H54-O11

66176-93-0

AKOS037514586

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9321	93.21%
Caco-2	-	0.8448	84.48%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4616	46.16%
P-glycoprotein inhibitior	+	0.7671	76.71%
P-glycoprotein substrate	+	0.6110	61.10%
CYP3A4 substrate	+	0.7382	73.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.8702	87.02%
CYP2C9 inhibition	-	0.7161	71.61%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.8263	82.63%
CYP2C8 inhibition	+	0.7451	74.51%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.5583	55.83%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4529	45.29%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.4759	47.59%
Estrogen receptor binding	-	0.5702	57.02%
Androgen receptor binding	+	0.7647	76.47%
Thyroid receptor binding	-	0.5731	57.31%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	+	0.6902	69.02%
PPAR gamma	+	0.6892	68.92%
Honey bee toxicity	-	0.7002	70.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5095	50.95%
Fish aquatic toxicity	+	0.9817	98.17%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.40%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.29%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.58%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.09%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.97%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.60%	97.09%
CHEMBL5028	O14672	ADAM10	84.08%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.01%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	83.45%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.95%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.69%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	80.92%	92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.