6-Hydroxystigmasta-4,22-dien-3-one

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	00539aad-fbcd-4a14-a3da-764d1e9e9439
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name	(6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)	CCC(C=CC(C)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C)C(C)C
SMILES (Isomeric)	CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H](C4=CC(=O)CC[C@]34C)O)C)C(C)C
InChI	InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h8-9,16,18-20,22-25,27,31H,7,10-15,17H2,1-6H3/b9-8+/t19-,20-,22+,23-,24+,25+,27-,28-,29-/m1/s1
InChI Key	FFKIQLXJMQUBQZ-IRLJAPRMSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₄₆O₂
Molecular Weight	426.70 g/mol
Exact Mass	426.349780706 g/mol
Topological Polar Surface Area (TPSA)	37.30 Å²
XlogP	7.20
Atomic LogP (AlogP)	6.98
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	5

Synonyms

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36450-01-8

(6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

DTXSID301304898

AKOS040734992

Stigmasta-4,22-dien-6beta-ol-3-one

Stigmasta-4,22-dien-6.beta.-ol-3-one

6beta-Hydroxystigmasta-4,22-diene-3-one

(22E)-6beta-Hydroxystigmasta-4,22-diene-3-one

(6R,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

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	-	0.5270	52.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5908	59.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7446	74.46%
P-glycoprotein inhibitior	+	0.6044	60.44%
P-glycoprotein substrate	-	0.5977	59.77%
CYP3A4 substrate	+	0.7329	73.29%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.7765	77.65%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	-	0.5982	59.82%
CYP inhibitory promiscuity	-	0.5676	56.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5763	57.63%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9716	97.16%
Skin irritation	+	0.6669	66.69%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.7414	74.14%
Human Ether-a-go-go-Related Gene inhibition	-	0.6687	66.87%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5411	54.11%
skin sensitisation	+	0.5078	50.78%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9251	92.51%
Acute Oral Toxicity (c)	III	0.8149	81.49%
Estrogen receptor binding	+	0.8797	87.97%
Androgen receptor binding	+	0.8362	83.62%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.8499	84.99%
Aromatase binding	-	0.4888	48.88%
PPAR gamma	+	0.6245	62.45%
Honey bee toxicity	-	0.7613	76.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	98.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.96%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.70%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL1871	P10275	Androgen Receptor	91.20%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.48%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	89.66%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.96%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.75%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.16%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	84.72%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.57%	85.30%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.44%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.29%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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