[(2R,3R)-2,6-dihydroxy-6-methyl-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] 2-hydroxyacetate

Details

• Internal ID: 0fefa574-9178-4f7c-8987-254bd1ed6ce2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(2R,3R)-2,6-dihydroxy-6-methyl-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] 2-hydroxyacetate
• SMILES (Canonical): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)OC(=O)CO)O)O
• SMILES (Isomeric): C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)OC(=O)CO)O)O
• InChI: InChI=1S/C29H46O9/c1-25(2,35)9-8-23(38-24(34)15-30)28(5,36)22-7-11-29(37)17-12-19(31)18-13-20(32)21(33)14-26(18,3)16(17)6-10-27(22,29)4/h12,16,18,20-23,30,32-33,35-37H,6-11,13-15H2,1-5H3/t16-,18-,20+,21-,22-,23+,26+,27+,28+,29+/m0/s1
• InChI Key: DWTMLGDZGORWQW-UYQGPDJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₉
• Molecular Weight: 538.70 g/mol
• Exact Mass: 538.31418304 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 9
• 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	+	0.9835	98.35%
Caco-2	-	0.6697	66.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9206	92.06%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.7978	79.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6100	61.00%
BSEP inhibitior	+	0.8891	88.91%
P-glycoprotein inhibitior	-	0.4530	45.30%
P-glycoprotein substrate	+	0.6056	60.56%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.7789	77.89%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.9331	93.31%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.5266	52.66%
CYP inhibitory promiscuity	-	0.9036	90.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9382	93.82%
Skin irritation	+	0.5968	59.68%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6698	66.98%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5912	59.12%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6841	68.41%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	+	0.7459	74.59%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	-	0.4845	48.45%
Honey bee toxicity	-	0.7719	77.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	99.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.58%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.88%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.59%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.49%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.39%	94.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.37%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.78%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.13%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.46%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	86.86%	83.82%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.50%	97.28%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.58%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.56%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.34%	94.23%
CHEMBL1871	P10275	Androgen Receptor	81.75%	96.43%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.96%	94.00%
CHEMBL4805	Q99572	P2X purinoceptor 7	80.23%	97.50%

Plants that contains it

• Chenopodium quinoa

Cross-Links

• PubChem: 101006152
• LOTUS: LTS0113211
• wikiData: Q104990736