(2R,3R,4S,5S,6R)-2-[[(3aR,5aS,6S,7R,9aS,9bS,11aS)-7-hydroxy-6,9a-dimethyl-1-methylidene-3a,5,5a,7,8,9,9b,10,11,11a-decahydronaphtho[1,2-g][1]benzofuran-6-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a36f71c2-82ac-43b6-9e79-1869aaef29c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3aR,5aS,6S,7R,9aS,9bS,11aS)-7-hydroxy-6,9a-dimethyl-1-methylidene-3a,5,5a,7,8,9,9b,10,11,11a-decahydronaphtho[1,2-g][1]benzofuran-6-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC12CCC(C(C1CC=C3C2CCC4C3OCC4=C)(C)COC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@]([C@H]1CC=C3[C@H]2CC[C@@H]4[C@H]3OCC4=C)(C)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C26H40O8/c1-13-11-32-23-14(13)4-6-16-15(23)5-7-18-25(16,2)9-8-19(28)26(18,3)12-33-24-22(31)21(30)20(29)17(10-27)34-24/h5,14,16-24,27-31H,1,4,6-12H2,2-3H3/t14-,16+,17+,18-,19+,20+,21-,22+,23+,24+,25-,26+/m0/s1
• InChI Key: PTMOOBGLPHWIJF-NHMNGOFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.27231823 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7247	72.47%
Caco-2	-	0.7924	79.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7127	71.27%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6368	63.68%
P-glycoprotein inhibitior	-	0.6652	66.52%
P-glycoprotein substrate	-	0.7150	71.50%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9118	91.18%
CYP2C9 inhibition	-	0.9069	90.69%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.5744	57.44%
CYP inhibitory promiscuity	-	0.9251	92.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9596	95.96%
Skin irritation	-	0.5406	54.06%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8309	83.09%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.9043	90.43%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6053	60.53%
Acute Oral Toxicity (c)	I	0.5273	52.73%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	+	0.6044	60.44%
Glucocorticoid receptor binding	+	0.5737	57.37%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.5340	53.40%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9589	95.89%

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	97.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.90%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.08%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.37%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.15%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.85%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.73%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.01%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	83.31%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.13%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.84%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.72%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.02%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	80.49%	94.73%
CHEMBL5028	O14672	ADAM10	80.16%	97.50%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 162944755
• LOTUS: LTS0038344
• wikiData: Q105214741