Stigmastane-3,6-diol

Details

• Internal ID: f486df3e-6a8a-4e7e-ac0b-091f3a1412ff
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,5S,6S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C)C(C)C
• SMILES (Isomeric): CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)C)C(C)C
• InChI: InChI=1S/C29H52O2/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/h18-27,30-31H,7-17H2,1-6H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,28-,29-/m1/s1
• InChI Key: FFLGORGANMRISQ-SJSKENPGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₂O₂
• Molecular Weight: 432.70 g/mol
• Exact Mass: 432.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 7.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 112244-29-8
• 5alpha-Stigmast-3beta,6alpha-diol
• 6-Hydroxysitostanol
• 5alpha-stigmastane-3beta,6alpha-diol
• 24R-Ethyl-5a-cholestan-3ss,6a-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6228	62.28%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4862	48.62%
OATP2B1 inhibitior	-	0.5797	57.97%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5928	59.28%
P-glycoprotein inhibitior	-	0.6207	62.07%
P-glycoprotein substrate	+	0.5999	59.99%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	+	0.3527	35.27%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.6507	65.07%
CYP2C8 inhibition	-	0.7902	79.02%
CYP inhibitory promiscuity	-	0.6683	66.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8917	89.17%
Skin irritation	-	0.5616	56.16%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.7678	76.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5230	52.30%
skin sensitisation	+	0.5280	52.80%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8545	85.45%
Acute Oral Toxicity (c)	III	0.7341	73.41%
Estrogen receptor binding	+	0.7346	73.46%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6044	60.44%
Glucocorticoid receptor binding	+	0.7392	73.92%
Aromatase binding	+	0.5336	53.36%
PPAR gamma	-	0.4948	49.48%
Honey bee toxicity	-	0.7850	78.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9699	96.99%

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	96.00%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.49%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.33%	95.93%
CHEMBL238	Q01959	Dopamine transporter	89.40%	95.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.69%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.72%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.63%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.59%	96.38%
CHEMBL268	P43235	Cathepsin K	83.43%	96.85%
CHEMBL242	Q92731	Estrogen receptor beta	83.27%	98.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.04%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.70%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.46%	85.31%
CHEMBL1871	P10275	Androgen Receptor	82.19%	96.43%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.86%	92.88%
CHEMBL237	P41145	Kappa opioid receptor	81.80%	98.10%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.60%	92.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.15%	89.62%
CHEMBL2996	Q05655	Protein kinase C delta	81.06%	97.79%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.87%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.67%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.28%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.27%	96.61%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Joannesia princeps
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 12070151
• NPASS: NPC169392
• LOTUS: LTS0215026
• wikiData: Q104994526