(24Z)-5alpha-Stigmasta-24(28)-ene-3beta,5,6beta-triol

Details

• Internal ID: d9033d41-c607-45fb-a40d-4589bd8c9ca8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol
• SMILES (Canonical): CC=C(CCC(C)C1CCC2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)C(C)C
• SMILES (Isomeric): C/C=C(/CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C)\C(C)C
• InChI: InChI=1S/C29H50O3/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-16-26(31)29(32)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h7,18-19,21-26,30-32H,8-17H2,1-6H3/b20-7-/t19-,21+,22+,23-,24+,25+,26-,27-,28-,29+/m1/s1
• InChI Key: RYIULEUYHYPAMP-XHHMSFRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₃
• Molecular Weight: 446.70 g/mol
• Exact Mass: 446.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.6764	67.64%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5420	54.20%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.7666	76.66%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8086	80.86%
P-glycoprotein inhibitior	-	0.5543	55.43%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7292	72.92%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8768	87.68%
CYP2C9 inhibition	-	0.8038	80.38%
CYP2C19 inhibition	-	0.6962	69.62%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	-	0.5680	56.80%
CYP inhibitory promiscuity	-	0.7767	77.67%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9535	95.35%
Skin irritation	+	0.5420	54.20%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4202	42.02%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5849	58.49%
skin sensitisation	-	0.6795	67.95%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8512	85.12%
Acute Oral Toxicity (c)	I	0.6843	68.43%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	+	0.7802	78.02%
Thyroid receptor binding	+	0.6633	66.33%
Glucocorticoid receptor binding	+	0.7643	76.43%
Aromatase binding	+	0.6310	63.10%
PPAR gamma	+	0.5827	58.27%
Honey bee toxicity	-	0.6174	61.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.92%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.14%	95.58%
CHEMBL240	Q12809	HERG	94.05%	89.76%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.57%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.36%	89.05%
CHEMBL221	P23219	Cyclooxygenase-1	93.33%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.27%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.30%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.75%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.18%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.69%	98.05%
CHEMBL4302	P08183	P-glycoprotein 1	90.38%	92.98%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.80%	92.86%
CHEMBL3837	P07711	Cathepsin L	89.29%	96.61%
CHEMBL1871	P10275	Androgen Receptor	87.42%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.83%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.70%	85.31%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	83.94%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.53%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.44%	100.00%
CHEMBL236	P41143	Delta opioid receptor	82.18%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.18%	90.71%
CHEMBL237	P41145	Kappa opioid receptor	81.96%	98.10%
CHEMBL238	Q01959	Dopamine transporter	80.99%	95.88%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.21%	96.95%

Plants that contains it

• Anodendron affine
• Cedrela salvadorensis
• Galium latoramosum
• Garcinia gummi-gutta
• Hertia cheirifolia
• Licaria chrysophylla
• Ormosia hosiei
• Ornithoglossum viride
• Petasites radiatus
• Schizanthus tricolor
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 23659791
• NPASS: NPC121619
• LOTUS: LTS0143436
• wikiData: Q105247636