(2R,3R,4S,5S,6R)-2-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ed235322-f869-4d56-8992-cefc02bf3aa6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2COC3C(C(C(C(O3)CO)O)O)O)C)CO
• SMILES (Isomeric): C[C@]1(CCC[C@]2([C@H]1CCC(=C)[C@@H]2CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)CO
• InChI: InChI=1S/C21H36O7/c1-12-5-6-15-20(2,11-23)7-4-8-21(15,3)13(12)10-27-19-18(26)17(25)16(24)14(9-22)28-19/h13-19,22-26H,1,4-11H2,2-3H3/t13-,14+,15-,16+,17-,18+,19+,20-,21+/m0/s1
• InChI Key: ZJORHKDLSPRMKY-MQFJMQJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₇
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.24610348 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4579	45.79%
Caco-2	-	0.7454	74.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7095	70.95%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.8681	86.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6819	68.19%
BSEP inhibitior	-	0.7774	77.74%
P-glycoprotein inhibitior	-	0.8111	81.11%
P-glycoprotein substrate	-	0.8884	88.84%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.8130	81.30%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.4630	46.30%
CYP inhibitory promiscuity	-	0.8950	89.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7261	72.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.6721	67.21%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7123	71.23%
Acute Oral Toxicity (c)	III	0.5593	55.93%
Estrogen receptor binding	-	0.5418	54.18%
Androgen receptor binding	+	0.6652	66.52%
Thyroid receptor binding	+	0.6314	63.14%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	+	0.6715	67.15%
PPAR gamma	+	0.5392	53.92%
Honey bee toxicity	-	0.8198	81.98%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9647	96.47%

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	98.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.59%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	91.82%	99.43%
CHEMBL226	P30542	Adenosine A1 receptor	91.81%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.42%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.04%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	87.29%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.07%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.52%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.07%	96.21%
CHEMBL2581	P07339	Cathepsin D	83.86%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.69%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL259	P32245	Melanocortin receptor 4	82.02%	95.38%
CHEMBL5255	O00206	Toll-like receptor 4	80.98%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.81%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	80.56%	91.49%

Plants that contains it

• Dryopteris fragrans

Cross-Links

• PubChem: 162979976
• LOTUS: LTS0220363
• wikiData: Q105378024