[(1S,4R,5R,6S,9R,10R,13R,14R)-6-[(2S,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-14-(5-oxo-2H-furan-3-yl)-5-tetracyclo[11.3.1.01,10.04,9]heptadecanyl] acetate

Details

• Internal ID: 05e091a6-b828-408e-9dbb-5c9e15627ee4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: [(1S,4R,5R,6S,9R,10R,13R,14R)-6-[(2S,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-14-(5-oxo-2H-furan-3-yl)-5-tetracyclo[11.3.1.01,10.04,9]heptadecanyl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2OC(=O)C)CCC45C3CCC(C4=O)(C(CC5)C6=CC(=O)OC6)C)C)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@H]2OC(=O)C)CC[C@@]45[C@@H]3CC[C@@](C4=O)([C@H](CC5)C6=CC(=O)OC6)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C44H66O19/c1-19-37(63-40-36(53)34(51)32(49)27(62-40)18-57-39-35(52)33(50)31(48)26(16-45)61-39)25(55-5)15-30(58-19)60-24-8-10-42(3)23(38(24)59-20(2)46)7-13-44-12-6-22(21-14-29(47)56-17-21)43(4,41(44)54)11-9-28(42)44/h14,19,22-28,30-40,45,48-53H,6-13,15-18H2,1-5H3/t19-,22+,23-,24-,25+,26+,27+,28+,30-,31+,32+,33-,34-,35+,36+,37-,38+,39+,40-,42-,43+,44-/m0/s1
• InChI Key: UTLCYLWFMDQSCF-VLVDABSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₆O₁₉
• Molecular Weight: 899.00 g/mol
• Exact Mass: 898.41982987 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7590	75.90%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9313	93.13%
P-glycoprotein inhibitior	+	0.7510	75.10%
P-glycoprotein substrate	+	0.6820	68.20%
CYP3A4 substrate	+	0.7398	73.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	-	0.9245	92.45%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9062	90.62%
CYP2C8 inhibition	+	0.5818	58.18%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7862	78.62%
Acute Oral Toxicity (c)	I	0.7972	79.72%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.7456	74.56%
Thyroid receptor binding	-	0.5601	56.01%
Glucocorticoid receptor binding	+	0.7361	73.61%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.5772	57.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9536	95.36%

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	98.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.22%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.96%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.92%	95.93%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.19%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.00%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.73%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.37%	81.11%
CHEMBL5255	O00206	Toll-like receptor 4	89.68%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.18%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.25%	97.36%
CHEMBL1871	P10275	Androgen Receptor	88.08%	96.43%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.59%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.20%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.24%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.16%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.54%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.73%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.40%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.13%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.03%	95.56%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%

Plants that contains it

• Parepigynum funingense

Cross-Links

• PubChem: 21577161
• LOTUS: LTS0000606
• wikiData: Q105278858