Macdougallin

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	bb893a32-f32c-4f74-a557-5eefe6c971d5
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name	(3S,5S,6S,10S,13R,14R,17R)-10,13,14-trimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,6-diol
SMILES (Canonical)	CC(C)CCCC(C)C1CCC2(C1(CCC3=C2CC(C4C3(CCC(C4)O)C)O)C)C
SMILES (Isomeric)	C[C@H](CCCC(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)C)C
InChI	InChI=1S/C28H48O2/c1-18(2)8-7-9-19(3)21-11-14-28(6)23-17-25(30)24-16-20(29)10-13-26(24,4)22(23)12-15-27(21,28)5/h18-21,24-25,29-30H,7-17H2,1-6H3/t19-,20+,21-,24-,25+,26-,27-,28+/m1/s1
InChI Key	UABOMWGETQHETN-SWSFJFIFSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₄₈O₂
Molecular Weight	416.70 g/mol
Exact Mass	416.365430770 g/mol
Topological Polar Surface Area (TPSA)	40.50 Å²
XlogP	7.40
Atomic LogP (AlogP)	6.89
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	5

Synonyms

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UABOMWGETQHETN-SWSFJFIFSA-N

14-Methylcholest-8-ene-3,6-diol #

5.alpha.-Cholest-8-ene-3.beta.,6.alpha.-diol, 14-methyl-

Cholest-8-ene-3,6-diol, 14-methyl-, (3.beta.,5.alpha.,6.alpha.)-

(3S,5S,6S,10S,13R,14R,17R)-10,13,14-trimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,6-diol

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	+	1.0000	100.00%
Caco-2	+	0.6308	63.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5918	59.18%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4936	49.36%
P-glycoprotein inhibitior	-	0.6510	65.10%
P-glycoprotein substrate	+	0.6216	62.16%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.9270	92.70%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8907	89.07%
CYP2C8 inhibition	-	0.5702	57.02%
CYP inhibitory promiscuity	-	0.5193	51.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9066	90.66%
Skin irritation	+	0.5398	53.98%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.7578	75.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5195	51.95%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6161	61.61%
skin sensitisation	+	0.5137	51.37%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	+	0.7789	77.89%
Androgen receptor binding	+	0.7833	78.33%
Thyroid receptor binding	+	0.6968	69.68%
Glucocorticoid receptor binding	+	0.8030	80.30%
Aromatase binding	+	0.6305	63.05%
PPAR gamma	-	0.5548	55.48%
Honey bee toxicity	-	0.8265	82.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.77%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.82%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	91.80%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	88.64%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.47%	89.05%
CHEMBL236	P41143	Delta opioid receptor	88.47%	99.35%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.60%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.27%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.12%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.36%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.52%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.04%	95.58%
CHEMBL1907	P15144	Aminopeptidase N	82.89%	93.31%
CHEMBL233	P35372	Mu opioid receptor	82.52%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.87%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.71%	85.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.65%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.62%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.27%	97.23%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.23%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.16%	98.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.81%	95.50%

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.

Lathyrus latifolius

Lavandula angustifolia subsp. angustifolia

Myrtillocactus geometrizans

Vaccinium myrtillus

Vicia faba