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

Details

• Internal ID: 22cc2b45-efe9-4c18-bcb3-0fa95120103b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,5R)-2,3-dihydroxy-5,6-dimethylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• InChI: InChI=1S/C34H56O11/c1-16(2)17(3)11-26(38)33(6,42)25-8-10-34(43)19-12-21(36)20-13-23(44-30-29(41)28(40)27(39)24(15-35)45-30)22(37)14-31(20,4)18(19)7-9-32(25,34)5/h12,16-18,20,22-30,35,37-43H,7-11,13-15H2,1-6H3/t17-,18+,20+,22+,23-,24-,25+,26-,27-,28+,29-,30-,31-,32-,33-,34-/m1/s1
• InChI Key: KDTHGNUQCAXNMA-NDWGMQKUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₁₁
• Molecular Weight: 640.80 g/mol
• Exact Mass: 640.38226260 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8041	80.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	+	0.5814	58.14%
P-glycoprotein inhibitior	+	0.6573	65.73%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7212	72.12%
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	+	0.5517	55.17%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9218	92.18%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6831	68.31%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5516	55.16%
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	-	0.8567	85.67%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.7457	74.57%
Androgen receptor binding	+	0.7412	74.12%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	+	0.6435	64.35%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	+	0.6328	63.28%
Honey bee toxicity	-	0.7315	73.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.55%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.51%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.48%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	97.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.23%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.14%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.95%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.81%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.56%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.70%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.07%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.30%	96.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.55%	94.78%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	84.14%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.52%	90.24%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.40%	94.66%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.21%	86.33%
CHEMBL1977	P11473	Vitamin D receptor	82.77%	99.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.72%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.43%	94.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.30%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.67%	96.90%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.25%	97.28%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.19%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.00%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	80.92%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.67%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.28%	94.45%

Plants that contains it

• Lygodium japonicum

Cross-Links

• PubChem: 162896880
• LOTUS: LTS0222056
• wikiData: Q105139381