2,14-dihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-3-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: cecbed30-b0da-4a90-8a09-3e48d7e148d9
• 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: 2,14-dihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-3-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)OC5C(C(C(CO5)O)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
• SMILES (Isomeric): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)OC5C(C(C(CO5)O)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
• InChI: InChI=1S/C32H52O11/c1-28(2,39)9-8-24(36)31(5,40)23-7-11-32(41)17-12-19(33)18-13-22(43-27-26(38)25(37)21(35)15-42-27)20(34)14-29(18,3)16(17)6-10-30(23,32)4/h12,16,18,20-27,34-41H,6-11,13-15H2,1-5H3
• InChI Key: TWFDWCNWDDFMIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₁₁
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.35096247 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9225	92.25%
Caco-2	-	0.8099	80.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8560	85.60%
OATP2B1 inhibitior	-	0.5842	58.42%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.8201	82.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7318	73.18%
BSEP inhibitior	+	0.7201	72.01%
P-glycoprotein inhibitior	+	0.6480	64.80%
P-glycoprotein substrate	+	0.6231	62.31%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.8027	80.27%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	+	0.5820	58.20%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9292	92.92%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6755	67.55%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5837	58.37%
skin sensitisation	-	0.8906	89.06%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8923	89.23%
Acute Oral Toxicity (c)	III	0.5613	56.13%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.7339	73.39%
Thyroid receptor binding	-	0.5349	53.49%
Glucocorticoid receptor binding	+	0.6686	66.86%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.5605	56.05%
Honey bee toxicity	-	0.7392	73.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	99.46%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.35%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.94%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.26%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	94.44%	94.78%
CHEMBL2581	P07339	Cathepsin D	94.22%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.47%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.96%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.59%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.29%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.28%	96.77%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.96%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.59%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.44%	97.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.04%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.02%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.37%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.66%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.46%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.73%	90.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.77%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.73%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.10%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.99%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.83%	94.23%

Plants that contains it

• Limnanthes douglasii

Cross-Links

• PubChem: 74379681
• LOTUS: LTS0069417
• wikiData: Q105265790