3beta-[[(2S,3R,5R)-3-Hydroxy-3-(methoxycarbonyl)-5-methyltetrahydrofuran-2-yl]oxy]-2alpha,10,14-trihydroxy-19-nor-5alpha-carda-20(22)-enolide

Details

• Internal ID: 568a2140-8ed7-4e64-bf16-338c9acbf28d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: methyl (2S,3R,5R)-3-hydroxy-5-methyl-2-[[(2R,3R,5S,8R,9S,10R,13R,14S,17R)-2,10,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxolane-3-carboxylate
• SMILES (Canonical): CC1CC(C(O1)OC2CC3CCC4C(C3(CC2O)O)CCC5(C4(CCC5C6=CC(=O)OC6)O)C)(C(=O)OC)O
• SMILES (Isomeric): C[C@@H]1C[C@@]([C@@H](O1)O[C@@H]2C[C@@H]3CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)O)CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)(C(=O)OC)O
• InChI: InChI=1S/C29H42O10/c1-15-12-28(34,24(32)36-3)25(38-15)39-22-11-17-4-5-20-19(27(17,33)13-21(22)30)6-8-26(2)18(7-9-29(20,26)35)16-10-23(31)37-14-16/h10,15,17-22,25,30,33-35H,4-9,11-14H2,1-3H3/t15-,17+,18-,19+,20-,21-,22-,25+,26-,27-,28+,29+/m1/s1
• InChI Key: PGXIIAPCALOVBF-OLEQQPCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₀
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.27779753 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	-	0.8079	80.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7853	78.53%
OATP2B1 inhibitior	-	0.5802	58.02%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	+	0.6172	61.72%
P-glycoprotein inhibitior	+	0.6228	62.28%
P-glycoprotein substrate	+	0.7537	75.37%
CYP3A4 substrate	+	0.7281	72.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9066	90.66%
CYP3A4 inhibition	-	0.8176	81.76%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	-	0.9359	93.59%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	+	0.4532	45.32%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4580	45.80%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9451	94.51%
Skin irritation	-	0.5306	53.06%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7283	72.83%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7018	70.18%
skin sensitisation	-	0.9151	91.51%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6715	67.15%
Acute Oral Toxicity (c)	I	0.7189	71.89%
Estrogen receptor binding	+	0.7512	75.12%
Androgen receptor binding	+	0.8112	81.12%
Thyroid receptor binding	-	0.5875	58.75%
Glucocorticoid receptor binding	+	0.7361	73.61%
Aromatase binding	+	0.7051	70.51%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5950	59.50%
Fish aquatic toxicity	+	0.9784	97.84%

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	97.70%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.08%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.99%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.69%	96.77%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.17%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL4208	P20618	Proteasome component C5	88.96%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.37%	99.23%
CHEMBL204	P00734	Thrombin	85.71%	96.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.27%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.95%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.06%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.70%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.15%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.03%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.58%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.01%	98.95%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 101376174
• NPASS: NPC66049
• LOTUS: LTS0133456
• wikiData: Q105208768