2-[(8,14-Dihydroxy-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b68bebaf-19c6-4b6f-95bc-a80539358b38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 2-[(8,14-dihydroxy-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC(C2(C1CCC34C2CCC(C3)C(C4)(COC5C(C(C(C(O5)CO)O)O)O)O)C)O)C
• SMILES (Isomeric): CC1(CCC(C2(C1CCC34C2CCC(C3)C(C4)(COC5C(C(C(C(O5)CO)O)O)O)O)C)O)C
• InChI: InChI=1S/C26H44O8/c1-23(2)8-7-18(28)24(3)16(23)6-9-25-10-14(4-5-17(24)25)26(32,12-25)13-33-22-21(31)20(30)19(29)15(11-27)34-22/h14-22,27-32H,4-13H2,1-3H3
• InChI Key: ZQDCCEOTGNGKDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₈
• Molecular Weight: 484.60 g/mol
• Exact Mass: 484.30361836 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5682	56.82%
Caco-2	-	0.8014	80.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9037	90.37%
P-glycoprotein inhibitior	-	0.6292	62.92%
P-glycoprotein substrate	-	0.7284	72.84%
CYP3A4 substrate	+	0.6766	67.66%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.9359	93.59%
CYP2C9 inhibition	-	0.8181	81.81%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	+	0.4689	46.89%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7254	72.54%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7255	72.55%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7508	75.08%
Acute Oral Toxicity (c)	I	0.5167	51.67%
Estrogen receptor binding	+	0.6582	65.82%
Androgen receptor binding	+	0.6540	65.40%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.6176	61.76%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7453	74.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.8250	82.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.04%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.66%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.77%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.44%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.62%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.69%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.72%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.99%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.28%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	84.08%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.92%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.51%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.96%	92.62%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.83%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.11%	92.78%
CHEMBL259	P32245	Melanocortin receptor 4	81.36%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.83%	100.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.53%	95.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.40%	96.09%

Plants that contains it

• Parinari sprucei

Cross-Links

• PubChem: 163011009
• LOTUS: LTS0070584
• wikiData: Q105381400