(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[2-[(1R)-4-methylcyclohex-3-en-1-yl]prop-2-enoxy]oxane-3,4,5-triol

Details

• Internal ID: 8d8cac14-18fb-4c31-914c-e95a45c30500
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[2-[(1R)-4-methylcyclohex-3-en-1-yl]prop-2-enoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1=CCC(CC1)C(=C)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=CC[C@@H](CC1)C(=C)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H26O6/c1-9-3-5-11(6-4-9)10(2)8-21-16-15(20)14(19)13(18)12(7-17)22-16/h3,11-20H,2,4-8H2,1H3/t11-,12+,13+,14-,15+,16+/m0/s1
• InChI Key: QKJOREVIVNVECZ-RCZWDNKTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₆
• Molecular Weight: 314.37 g/mol
• Exact Mass: 314.17293854 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7105	71.05%
Caco-2	-	0.7892	78.92%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9067	90.67%
P-glycoprotein inhibitior	-	0.8902	89.02%
P-glycoprotein substrate	-	0.9187	91.87%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.7720	77.20%
CYP2D6 inhibition	-	0.8950	89.50%
CYP1A2 inhibition	-	0.8282	82.82%
CYP2C8 inhibition	-	0.6493	64.93%
CYP inhibitory promiscuity	-	0.8449	84.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7484	74.84%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9686	96.86%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5707	57.07%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7801	78.01%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5543	55.43%
Acute Oral Toxicity (c)	III	0.5608	56.08%
Estrogen receptor binding	-	0.6722	67.22%
Androgen receptor binding	-	0.4893	48.93%
Thyroid receptor binding	-	0.5255	52.55%
Glucocorticoid receptor binding	-	0.5236	52.36%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	-	0.5346	53.46%
Honey bee toxicity	-	0.8953	89.53%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9498	94.98%

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	97.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.53%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.99%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.71%	97.25%
CHEMBL4581	P52732	Kinesin-like protein 1	80.36%	93.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.04%	95.56%

Plants that contains it

• Dracocephalum kotschyi

Cross-Links

• PubChem: 162980578
• LOTUS: LTS0263339
• wikiData: Q105223161