2-[[6-hydroxy-5-(3-hydroxy-3-methylpent-4-enyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 33d78d77-1b4e-4f34-9ba2-32ee431fb54d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 2-[[6-hydroxy-5-(3-hydroxy-3-methylpent-4-enyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCCC2(C1CCC(C2CCC(C)(C=C)O)(C)O)C)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC1(CCCC2(C1CCC(C2CCC(C)(C=C)O)(C)O)C)COC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C26H46O8/c1-6-24(3,31)12-8-18-25(4)11-7-10-23(2,17(25)9-13-26(18,5)32)15-33-22-21(30)20(29)19(28)16(14-27)34-22/h6,16-22,27-32H,1,7-15H2,2-5H3
• InChI Key: UQDKNPWCHZPYHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₆O₈
• Molecular Weight: 486.60 g/mol
• Exact Mass: 486.31926842 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.7789	77.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5955	59.55%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.8747	87.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5103	51.03%
P-glycoprotein inhibitior	-	0.5378	53.78%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.7982	79.82%
CYP2C9 inhibition	-	0.8993	89.93%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	+	0.6343	63.43%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7392	73.92%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9542	95.42%
Skin irritation	-	0.6535	65.35%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7618	76.18%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7388	73.88%
skin sensitisation	-	0.9143	91.43%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8719	87.19%
Acute Oral Toxicity (c)	III	0.4628	46.28%
Estrogen receptor binding	+	0.7422	74.22%
Androgen receptor binding	+	0.6062	60.62%
Thyroid receptor binding	+	0.5271	52.71%
Glucocorticoid receptor binding	+	0.6782	67.82%
Aromatase binding	+	0.7220	72.20%
PPAR gamma	+	0.6115	61.15%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9250	92.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.31%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.19%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.19%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	92.07%	95.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.91%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	91.09%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	89.14%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.98%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.87%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	88.74%	99.43%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.09%	97.47%
CHEMBL2581	P07339	Cathepsin D	86.24%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.02%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	86.00%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.81%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	85.68%	98.10%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.21%	90.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.30%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.29%	91.49%
CHEMBL3524	P56524	Histone deacetylase 4	84.06%	92.97%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.94%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL233	P35372	Mu opioid receptor	83.41%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.92%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.47%	92.62%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.15%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.99%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.91%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.73%	96.47%
CHEMBL5028	O14672	ADAM10	80.44%	97.50%

Plants that contains it

• Sticherus quadripartitus

Cross-Links

• PubChem: 162981803
• LOTUS: LTS0218827
• wikiData: Q105277173