2-[[5-(5,6-Dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadecan-13-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 658289b1-d763-4d70-8fa8-bcae5a7527da
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[[5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadecan-13-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C24CCC5(C3(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)OO4)C
• SMILES (Isomeric): CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C24CCC5(C3(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)OO4)C
• InChI: InChI=1S/C34H56O8/c1-19(2)20(3)7-8-21(4)23-9-10-25-31(23,5)13-12-26-32(6)14-11-22(17-33(32)15-16-34(25,26)42-41-33)39-30-29(38)28(37)27(36)24(18-35)40-30/h7-8,19-30,35-38H,9-18H2,1-6H3
• InChI Key: VOCXDRSORWGXMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₈
• Molecular Weight: 592.80 g/mol
• Exact Mass: 592.39751874 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6456	64.56%
Caco-2	-	0.8123	81.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8201	82.01%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7325	73.25%
P-glycoprotein inhibitior	+	0.6817	68.17%
P-glycoprotein substrate	-	0.6649	66.49%
CYP3A4 substrate	+	0.7053	70.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8248	82.48%
CYP3A4 inhibition	-	0.9316	93.16%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.8810	88.10%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8487	84.87%
CYP2C8 inhibition	+	0.5829	58.29%
CYP inhibitory promiscuity	-	0.9196	91.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6082	60.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.8006	80.06%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7959	79.59%
skin sensitisation	-	0.9068	90.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8873	88.73%
Acute Oral Toxicity (c)	III	0.3937	39.37%
Estrogen receptor binding	+	0.6883	68.83%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	+	0.6086	60.86%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.6438	64.38%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9505	95.05%

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	98.57%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	97.35%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.98%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.91%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.82%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.42%	95.93%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.56%	96.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.52%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.26%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.68%	96.47%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.90%	83.57%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	87.53%	97.88%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.30%	92.86%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.75%	99.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.90%	91.07%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.76%	95.83%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.28%	98.46%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.46%	95.89%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.46%	92.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.22%	97.86%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.12%	97.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.93%	98.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.91%	95.56%
CHEMBL4072	P07858	Cathepsin B	80.69%	93.67%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.48%	97.29%

Plants that contains it

• Salvia columbariae
• Salvia officinalis

Cross-Links

• PubChem: 76806425
• LOTUS: LTS0189600
• wikiData: Q105375223