(1R,3R,5S,6R,8R,10S,12R,14S,18R,19R,22S,23R)-5,16,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-15-en-17-one

Details

• Internal ID: 83c6916b-2a35-4bd3-9ece-d795a16fe164
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1R,3R,5S,6R,8R,10S,12R,14S,18R,19R,22S,23R)-5,16,22-trihydroxy-6-methoxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-15-en-17-one
• InChI: InChI=1S/C30H40O10/c1-14-9-21(36-4)30(35)26(38-14)39-20-12-27(2)16(11-19(20)40-30)5-6-18-23(27)24(32)25(33)28(3)17(7-8-29(18,28)34)15-10-22(31)37-13-15/h10,14,16-21,26,32,34-35H,5-9,11-13H2,1-4H3/t14-,16-,17-,18-,19-,20-,21-,26+,27+,28+,29+,30+/m1/s1
• InChI Key: IOAPUWFZVBPYOE-HZSNUDQKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₁₀
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.26214747 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	-	0.7859	78.59%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8734	87.34%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9801	98.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7864	78.64%
BSEP inhibitior	+	0.8815	88.15%
P-glycoprotein inhibitior	+	0.6760	67.60%
P-glycoprotein substrate	+	0.7872	78.72%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.8115	81.15%
CYP2C9 inhibition	-	0.9014	90.14%
CYP2C19 inhibition	-	0.9519	95.19%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.9079	90.79%
CYP2C8 inhibition	+	0.5779	57.79%
CYP inhibitory promiscuity	-	0.9405	94.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4657	46.57%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9311	93.11%
Skin irritation	+	0.5262	52.62%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5945	59.45%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6296	62.96%
Acute Oral Toxicity (c)	I	0.8103	81.03%
Estrogen receptor binding	+	0.7984	79.84%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	-	0.5458	54.58%
Glucocorticoid receptor binding	+	0.7611	76.11%
Aromatase binding	+	0.7483	74.83%
PPAR gamma	+	0.6028	60.28%
Honey bee toxicity	-	0.6355	63.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9726	97.26%

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	98.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.51%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.51%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.27%	100.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	93.47%	91.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.11%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.57%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.25%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.24%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.84%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.43%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.45%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.40%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL1871	P10275	Androgen Receptor	86.02%	96.43%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.32%	97.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 102117184
• LOTUS: LTS0081352
• wikiData: Q104401842