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-(hydroxymethyl)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: 609b1cbc-d8cf-44bf-9f26-d0564984a4c2
• 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-(hydroxymethyl)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)CO)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)O)O)O
• InChI: InChI=1S/C40H62O13/c1-20(42)14-24-25-7-13-40-12-6-23(15-22-16-30(43)49-19-22)38(3,37(40)47)11-9-29(40)39(25,4)10-8-26(24)51-31-17-27(48-5)35(21(2)50-31)53-36-34(46)33(45)32(44)28(18-41)52-36/h21-29,31-36,41,44-46H,6-19H2,1-5H3/t21-,22?,23-,24-,25+,26+,27-,28-,29+,31-,32-,33+,34-,35-,36+,38-,39+,40-/m1/s1
• InChI Key: RITKADAOGJVZSB-LEPYHPSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₁₃
• Molecular Weight: 750.90 g/mol
• Exact Mass: 750.41904203 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 10

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	-	0.8763	87.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	0.8688	86.88%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8677	86.77%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.6745	67.45%
CYP3A4 substrate	+	0.7479	74.79%
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	+	0.6184	61.84%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9181	91.81%
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	+	0.6532	65.32%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6348	63.48%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7780	77.80%
Acute Oral Toxicity (c)	I	0.6418	64.18%
Estrogen receptor binding	+	0.7805	78.05%
Androgen receptor binding	+	0.7390	73.90%
Thyroid receptor binding	-	0.6559	65.59%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.6670	66.70%
PPAR gamma	+	0.7085	70.85%
Honey bee toxicity	-	0.5929	59.29%
Biodegradation	-	0.6750	67.50%
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	97.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.18%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.32%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.07%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	90.06%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.66%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.11%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.62%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.90%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.79%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.31%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.79%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.48%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.33%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.01%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.49%	91.19%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.07%	97.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.67%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.99%	95.71%

Plants that contains it

• Parepigynum funingense

Cross-Links

• PubChem: 101261673
• LOTUS: LTS0015029
• wikiData: Q105237126