17-[2,3-dihydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-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: ff50adbb-5968-410f-a06f-f2f2d0fd68e1
• 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: 17-[2,3-dihydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-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): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C33H54O12/c1-29(2,45-28-27(41)26(40)25(39)22(15-34)44-28)9-8-24(38)32(5,42)23-7-11-33(43)17-12-19(35)18-13-20(36)21(37)14-30(18,3)16(17)6-10-31(23,33)4/h12,16,18,20-28,34,36-43H,6-11,13-15H2,1-5H3
• InChI Key: VJAXSGXKVCCJNY-UHFFFAOYSA-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): 218.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• 17-[2,3-dihydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-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
• NCGC00385427-01!17-[2,3-dihydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8339	83.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.7226	72.26%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	-	0.4715	47.15%
P-glycoprotein inhibitior	+	0.6573	65.73%
P-glycoprotein substrate	-	0.5098	50.98%
CYP3A4 substrate	+	0.7173	71.73%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.5461	54.61%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9244	92.44%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7902	79.02%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5201	52.01%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8395	83.95%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.6864	68.64%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	+	0.6312	63.12%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	+	0.5982	59.82%
Honey bee toxicity	-	0.7344	73.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	99.51%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.25%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.58%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.12%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.94%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	90.78%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.15%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.06%	97.14%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.22%	94.78%
CHEMBL220	P22303	Acetylcholinesterase	86.72%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.33%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.24%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.13%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.48%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.52%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.72%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.65%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.16%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.05%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.19%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.04%	95.89%

Plants that contains it

• Pfaffia iresinoides

Cross-Links

• PubChem: 14132157
• LOTUS: LTS0000079
• wikiData: Q105287135