(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2S,3R)-5-ethyl-2,3-dihydroxy-6-(hydroxymethyl)hept-6-en-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: ff9c006c-89e8-4f4d-8ec3-aa97dafacf0c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2S,3R)-5-ethyl-2,3-dihydroxy-6-(hydroxymethyl)hept-6-en-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CCC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(=C)CO
• SMILES (Isomeric): CCC(C[C@H]([C@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O)C(=C)CO
• InChI: InChI=1S/C29H46O7/c1-6-17(16(2)15-30)11-25(34)28(5,35)24-8-10-29(36)19-12-21(31)20-13-22(32)23(33)14-26(20,3)18(19)7-9-27(24,29)4/h12,17-18,20,22-25,30,32-36H,2,6-11,13-15H2,1,3-5H3/t17?,18-,20-,22+,23-,24-,25+,26+,27+,28-,29+/m0/s1
• InChI Key: ODENAQIZHMFEAO-TYVXGIJNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₇
• Molecular Weight: 506.70 g/mol
• Exact Mass: 506.32435380 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.6831	68.31%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7430	74.30%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5702	57.02%
BSEP inhibitior	+	0.7189	71.89%
P-glycoprotein inhibitior	-	0.5973	59.73%
P-glycoprotein substrate	+	0.6032	60.32%
CYP3A4 substrate	+	0.7001	70.01%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.6489	64.89%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.9228	92.28%
CYP2C8 inhibition	+	0.5157	51.57%
CYP inhibitory promiscuity	-	0.8794	87.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7054	70.54%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9404	94.04%
Skin irritation	+	0.6269	62.69%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7440	74.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5401	54.01%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8799	87.99%
Acute Oral Toxicity (c)	III	0.6540	65.40%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.7550	75.50%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	+	0.7327	73.27%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7874	78.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	99.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.20%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.67%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.99%	96.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	92.69%	94.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.47%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.40%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.41%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.86%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.58%	97.14%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	85.41%	95.27%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.29%	91.07%
CHEMBL1871	P10275	Androgen Receptor	84.76%	96.43%
CHEMBL1977	P11473	Vitamin D receptor	84.15%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.10%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.83%	96.77%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.87%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.17%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.07%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.72%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	81.17%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.04%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	80.69%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.47%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.23%	95.50%

Plants that contains it

• Ajuga decumbens

Cross-Links

• PubChem: 44566371
• LOTUS: LTS0205675
• wikiData: Q105189787