(3S,4aS,6aR,6bS,9R,11aS,11bR)-9-[(1R)-1-[(2R,5S)-1,5-dimethylpiperidin-2-yl]ethyl]-10,11b-dimethyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4a,6,6a,6b,7,8,9,11,11a-dodecahydro-1H-benzo[a]fluoren-5-one

Details

• Internal ID: 9ed65e5f-e733-48cf-947a-d1ea1f745e49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (3S,4aS,6aR,6bS,9R,11aS,11bR)-9-[(1R)-1-[(2R,5S)-1,5-dimethylpiperidin-2-yl]ethyl]-10,11b-dimethyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4a,6,6a,6b,7,8,9,11,11a-dodecahydro-1H-benzo[a]fluoren-5-one
• InChI: InChI=1S/C34H55NO7/c1-17-6-9-27(35(5)15-17)19(3)21-7-8-22-23(18(21)2)13-25-24(22)14-28(37)26-12-20(10-11-34(25,26)4)41-33-32(40)31(39)30(38)29(16-36)42-33/h17,19-22,24-27,29-33,36,38-40H,6-16H2,1-5H3/t17-,19+,20-,21-,22+,24-,25-,26+,27+,29-,30-,31+,32-,33-,34+/m0/s1
• InChI Key: QPROHGSYTDPALP-ODMHOEAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₅NO₇
• Molecular Weight: 589.80 g/mol
• Exact Mass: 589.39785309 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5885	58.85%
Caco-2	-	0.8217	82.17%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4895	48.95%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8327	83.27%
P-glycoprotein inhibitior	+	0.6308	63.08%
P-glycoprotein substrate	+	0.6081	60.81%
CYP3A4 substrate	+	0.7355	73.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8068	80.68%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9068	90.68%
CYP2C19 inhibition	-	0.9336	93.36%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.9321	93.21%
CYP2C8 inhibition	-	0.6161	61.61%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4954	49.54%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.7299	72.99%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.7718	77.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.3729	37.29%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8817	88.17%
Acute Oral Toxicity (c)	III	0.6682	66.82%
Estrogen receptor binding	+	0.6525	65.25%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	-	0.6646	66.46%
Glucocorticoid receptor binding	-	0.5470	54.70%
Aromatase binding	+	0.5370	53.70%
PPAR gamma	+	0.5310	53.10%
Honey bee toxicity	-	0.6854	68.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7100	71.00%

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	99.09%	97.25%
CHEMBL4072	P07858	Cathepsin B	97.62%	93.67%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.91%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.31%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.98%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.98%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.46%	96.47%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.16%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.47%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.29%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	89.78%	98.46%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.51%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.15%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	87.74%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.63%	96.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.54%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.24%	93.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.88%	92.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.53%	94.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	85.36%	96.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.28%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.98%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.73%	85.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.61%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.54%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.46%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.26%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	81.87%	98.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.73%	96.90%
CHEMBL325	Q13547	Histone deacetylase 1	81.12%	95.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.06%	97.14%

Plants that contains it

• Fritillaria sewerzowi

Cross-Links

• PubChem: 162986676
• LOTUS: LTS0038780
• wikiData: Q105225549