[(1R,4S,5S,6S,9S,10S,13R,14R)-6-[(2R,4R,5S,6S)-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-14-[(5-oxooxolan-3-yl)methyl]-5-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl acetate

Details

• Internal ID: 358d1bcd-655c-4eda-b5e3-dc9d82106d85
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: [(1R,4S,5S,6S,9S,10S,13R,14R)-6-[(2R,4R,5S,6S)-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-14-[(5-oxooxolan-3-yl)methyl]-5-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2COC(=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]2COC(=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/C40H62O14/c1-20-35(54-36-34(46)33(45)32(44)28(17-41)53-36)27(48-5)16-31(51-20)52-26-8-10-39(4)25(24(26)19-49-21(2)42)7-13-40-12-6-23(14-22-15-30(43)50-18-22)38(3,37(40)47)11-9-29(39)40/h20,22-29,31-36,41,44-46H,6-19H2,1-5H3/t20-,22?,23+,24+,25-,26-,27+,28+,29-,31-,32+,33-,34+,35-,36-,38+,39-,40+/m0/s1
• InChI Key: UDIFUJIXLBTCCQ-QRPOZBQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₁₄
• Molecular Weight: 766.90 g/mol
• Exact Mass: 766.41395665 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 14
• 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	-	0.8784	87.84%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.8124	81.24%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6695	66.95%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.6515	65.15%
CYP3A4 substrate	+	0.7473	74.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
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	+	0.6383	63.83%
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	-	0.9137	91.37%
Skin irritation	-	0.7071	70.71%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6340	63.40%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7007	70.07%
Acute Oral Toxicity (c)	I	0.6418	64.18%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	-	0.6232	62.32%
Glucocorticoid receptor binding	+	0.6767	67.67%
Aromatase binding	+	0.6639	66.39%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.5953	59.53%
Biodegradation	-	0.7750	77.50%
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	97.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.95%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.94%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.30%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.13%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	90.78%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.82%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.27%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.29%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.13%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.52%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.91%	94.33%
CHEMBL5028	O14672	ADAM10	81.61%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	81.37%	98.10%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.25%	93.00%

Plants that contains it

• Parepigynum funingense

Cross-Links

• PubChem: 101254627
• LOTUS: LTS0255718
• wikiData: Q105206453