17-[(2R)-2,6-dihydroxy-6-methyl-3-[(3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxepan-3-yl]oxyheptan-2-yl]-2,3,14-trihydroxy-13-methyl-1,2,3,4,5,9,10,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one

Details

• Internal ID: 62b2c9ec-322b-452a-99bf-6263949123f4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: 17-[(2R)-2,6-dihydroxy-6-methyl-3-[(3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxepan-3-yl]oxyheptan-2-yl]-2,3,14-trihydroxy-13-methyl-1,2,3,4,5,9,10,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC12CCC3C4CC(C(CC4C(=O)C=C3C1(CCC2C(C)(C(CCC(C)(C)O)OC5(COCC(C(C5O)O)O)OC)O)O)O)O
• SMILES (Isomeric): CC12CCC3C4CC(C(CC4C(=O)C=C3C1(CCC2[C@](C)(C(CCC(C)(C)O)O[C@]5(COC[C@H]([C@H]([C@H]5O)O)O)OC)O)O)O)O
• InChI: InChI=1S/C33H54O12/c1-29(2,40)9-8-26(45-33(43-5)16-44-15-24(37)27(38)28(33)39)31(4,41)25-7-11-32(42)20-14-21(34)19-13-23(36)22(35)12-18(19)17(20)6-10-30(25,32)3/h14,17-19,22-28,35-42H,6-13,15-16H2,1-5H3/t17?,18?,19?,22?,23?,24-,25?,26?,27-,28-,30?,31-,32?,33+/m1/s1
• InChI Key: IEBKSEMYCSZHEA-ZMCLFYFXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₂
• Molecular Weight: 642.80 g/mol
• Exact Mass: 642.36152715 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9388	93.88%
Caco-2	-	0.8293	82.93%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7634	76.34%
OATP2B1 inhibitior	-	0.5816	58.16%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.8688	86.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6122	61.22%
P-glycoprotein inhibitior	+	0.6602	66.02%
P-glycoprotein substrate	+	0.6826	68.26%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8879	88.79%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.6795	67.95%
CYP2C19 inhibition	-	0.7758	77.58%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8451	84.51%
CYP2C8 inhibition	+	0.6944	69.44%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.6336	63.36%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7892	78.92%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5809	58.09%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5999	59.99%
Acute Oral Toxicity (c)	III	0.4787	47.87%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.7804	78.04%
Thyroid receptor binding	-	0.5444	54.44%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.6426	64.26%
PPAR gamma	+	0.6353	63.53%
Honey bee toxicity	-	0.6532	65.32%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9656	96.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.32%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.29%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.25%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.10%	85.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.50%	91.07%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	92.44%	94.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.54%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.24%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.53%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.52%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.93%	97.14%
CHEMBL1871	P10275	Androgen Receptor	89.70%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.78%	96.77%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.71%	94.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.56%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.15%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.97%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.39%	91.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.03%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.87%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.43%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.01%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.26%	94.00%

Plants that contains it

• Atriplex portulacoides

Cross-Links

• PubChem: 163028301
• LOTUS: LTS0061143
• wikiData: Q105111678