[(2S,6R)-6-[(3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptyl] 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	11dfb5be-dbfd-4431-bdbc-45891e7c65e8
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name	[(2S,6R)-6-[(3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptyl] acetate
SMILES (Canonical)	CC(CCC(=C)C(C)COC(=O)C)C1CCC2C1(CCC3C2CC(=O)C4(C3(CCC(C4)O)C)O)C
SMILES (Isomeric)	C[C@H](CCC(=C)[C@H](C)COC(=O)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@]4([C@@]3(CC[C@@H](C4)O)C)O)C
InChI	InChI=1S/C30H48O5/c1-18(20(3)17-35-21(4)31)7-8-19(2)24-9-10-25-23-15-27(33)30(34)16-22(32)11-14-29(30,6)26(23)12-13-28(24,25)5/h19-20,22-26,32,34H,1,7-17H2,2-6H3/t19-,20-,22+,23+,24-,25+,26+,28-,29-,30+/m1/s1
InChI Key	NAKFBERXHIFMJM-OYUKEOCBSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₈O₅
Molecular Weight	488.70 g/mol
Exact Mass	488.35017463 g/mol
Topological Polar Surface Area (TPSA)	83.80 Å²
XlogP	6.40
Atomic LogP (AlogP)	5.47
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	7

Synonyms

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There are no found synonyms.

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	+	0.9685	96.85%
Caco-2	-	0.7039	70.39%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.5536	55.36%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7079	70.79%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	-	0.4875	48.75%
P-glycoprotein substrate	+	0.5750	57.50%
CYP3A4 substrate	+	0.7626	76.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.8569	85.69%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.9055	90.55%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.9247	92.47%
CYP2C8 inhibition	+	0.4728	47.28%
CYP inhibitory promiscuity	-	0.9097	90.97%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7151	71.51%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9417	94.17%
Skin irritation	+	0.6710	67.10%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6583	65.83%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6060	60.60%
skin sensitisation	-	0.9221	92.21%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6072	60.72%
Acute Oral Toxicity (c)	III	0.4767	47.67%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.8257	82.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7514	75.14%
Aromatase binding	+	0.6705	67.05%
PPAR gamma	+	0.5397	53.97%
Honey bee toxicity	-	0.6638	66.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5350	53.50%
Fish aquatic toxicity	+	0.9966	99.66%

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.73%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.56%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.69%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.85%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.36%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.24%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.33%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.49%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.05%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.93%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.63%	92.62%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.62%	94.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.39%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.95%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.20%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.82%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.29%	93.56%

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.

Ageratina sternbergiana

Astragalus sevangensis