4-[[(1R,4S,5R,6S,9S,10S,13R,14R)-6-[(2S,4R,5R,6R)-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-5-(2-oxopropyl)-14-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl]oxolan-2-one

Details

• Internal ID: 45d36602-176d-455a-b146-942e03df4ce3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: 4-[[(1R,4S,5R,6S,9S,10S,13R,14R)-6-[(2S,4R,5R,6R)-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-5-(2-oxopropyl)-14-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl]oxolan-2-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2CC(=O)C)CCC45C3CCC(C4=O)(C(CC5)CC6CC(=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]2CC(=O)C)CC[C@]45[C@H]3CC[C@@](C4=O)([C@H](CC5)CC6CC(=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/C46H72O18/c1-21(48)14-25-26-7-13-46-12-6-24(15-23-16-32(49)58-19-23)44(3,43(46)56)11-9-31(46)45(26,4)10-8-27(25)61-33-17-28(57-5)40(22(2)60-33)64-42-39(55)37(53)35(51)30(63-42)20-59-41-38(54)36(52)34(50)29(18-47)62-41/h22-31,33-42,47,50-55H,6-20H2,1-5H3/t22-,23?,24-,25-,26+,27+,28-,29-,30-,31+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,44-,45+,46-/m1/s1
• InChI Key: HYMQFDBTXAYBRB-IOOYKFFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂O₁₈
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.47186544 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5676	56.76%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	0.8785	87.85%
OATP1B1 inhibitior	+	0.8102	81.02%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8997	89.97%
P-glycoprotein inhibitior	+	0.7508	75.08%
P-glycoprotein substrate	+	0.7085	70.85%
CYP3A4 substrate	+	0.7505	75.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.9348	93.48%
CYP2C9 inhibition	-	0.9114	91.14%
CYP2C19 inhibition	-	0.8930	89.30%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.9238	92.38%
CYP2C8 inhibition	+	0.6728	67.28%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.7071	70.71%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7655	76.55%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6223	62.23%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7433	74.33%
Acute Oral Toxicity (c)	I	0.6418	64.18%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	-	0.5537	55.37%
Glucocorticoid receptor binding	+	0.7189	71.89%
Aromatase binding	+	0.6739	67.39%
PPAR gamma	+	0.8002	80.02%
Honey bee toxicity	-	0.5972	59.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8367	83.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.51%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.31%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.18%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.76%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	91.76%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.55%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.66%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.41%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.50%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.30%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.83%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.31%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.24%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.98%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.06%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%
CHEMBL1871	P10275	Androgen Receptor	80.33%	96.43%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.18%	95.71%

Plants that contains it

• Parepigynum funingense

Cross-Links

• PubChem: 101261671
• LOTUS: LTS0072956
• wikiData: Q105035382