(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1S,9S,11S)-1,4,9-trihydroxy-6-(2-hydroxypropan-2-yl)-12,12-dimethyl-5-tricyclo[9.4.0.03,8]pentadeca-3,5,7-trienyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 5cf11f78-af98-4d83-90fe-5a8bb420854c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1S,9S,11S)-1,4,9-trihydroxy-6-(2-hydroxypropan-2-yl)-12,12-dimethyl-5-tricyclo[9.4.0.03,8]pentadeca-3,5,7-trienyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCCC2(C1CC(C3=CC(=C(C(=C3C2)O)OC4C(C(C(C(O4)CO)O)O)O)C(C)(C)O)O)O)C
• SMILES (Isomeric): CC1(CCC[C@]2([C@H]1C[C@@H](C3=CC(=C(C(=C3C2)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(C)(C)O)O)O)C
• InChI: InChI=1S/C26H40O10/c1-24(2)6-5-7-26(34)10-13-12(15(28)9-17(24)26)8-14(25(3,4)33)22(18(13)29)36-23-21(32)20(31)19(30)16(11-27)35-23/h8,15-17,19-21,23,27-34H,5-7,9-11H2,1-4H3/t15-,16+,17-,19+,20-,21+,23-,26-/m0/s1
• InChI Key: ORHNKXPJBSIPTP-FGHQSHKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₀
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.26214747 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8037	80.37%
Caco-2	-	0.7823	78.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7058	70.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.8323	83.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.7051	70.51%
P-glycoprotein inhibitior	-	0.5175	51.75%
P-glycoprotein substrate	-	0.6841	68.41%
CYP3A4 substrate	+	0.6929	69.29%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.8071	80.71%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.7926	79.26%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.5676	56.76%
CYP2C8 inhibition	+	0.7033	70.33%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7347	73.47%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7488	74.88%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3742	37.42%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6139	61.39%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8311	83.11%
Acute Oral Toxicity (c)	III	0.5375	53.75%
Estrogen receptor binding	+	0.6540	65.40%
Androgen receptor binding	+	0.6602	66.02%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.6822	68.22%
Aromatase binding	+	0.7544	75.44%
PPAR gamma	+	0.5717	57.17%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9635	96.35%

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	99.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.69%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.55%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.91%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	89.58%	99.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.21%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	88.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.77%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.75%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.10%	91.07%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.92%	95.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.81%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.58%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.13%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.56%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.16%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.86%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.12%	92.94%

Plants that contains it

• Isodon lophanthoides

Cross-Links

• PubChem: 163012500
• LOTUS: LTS0243295
• wikiData: Q105197579