(2R,3R,4S,5S,6R)-2-[(3S)-3,7-dimethyloct-6-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ba22babe-317f-4171-ab94-364c0df195fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(3S)-3,7-dimethyloct-6-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC=C(C)C)CCOC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C[C@@H](CCC=C(C)C)CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C16H30O6/c1-10(2)5-4-6-11(3)7-8-21-16-15(20)14(19)13(18)12(9-17)22-16/h5,11-20H,4,6-9H2,1-3H3/t11-,12+,13+,14-,15+,16+/m0/s1
• InChI Key: BGAILLKFXBSPRD-RCZWDNKTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₆
• Molecular Weight: 318.41 g/mol
• Exact Mass: 318.20423867 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6287	62.87%
Caco-2	-	0.7233	72.33%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8669	86.69%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8715	87.15%
P-glycoprotein inhibitior	-	0.8829	88.29%
P-glycoprotein substrate	-	0.9405	94.05%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8571	85.71%
CYP2C9 inhibition	-	0.8405	84.05%
CYP2C19 inhibition	-	0.7572	75.72%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.8090	80.90%
CYP2C8 inhibition	-	0.9483	94.83%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7188	71.88%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5499	54.99%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7509	75.09%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4811	48.11%
Acute Oral Toxicity (c)	III	0.6542	65.42%
Estrogen receptor binding	-	0.7001	70.01%
Androgen receptor binding	-	0.7031	70.31%
Thyroid receptor binding	+	0.7173	71.73%
Glucocorticoid receptor binding	-	0.6177	61.77%
Aromatase binding	-	0.5702	57.02%
PPAR gamma	-	0.5853	58.53%
Honey bee toxicity	-	0.8103	81.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	+	0.8887	88.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.92%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.56%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.88%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.59%	93.56%
CHEMBL2885	P07451	Carbonic anhydrase III	80.83%	87.45%

Plants that contains it

• Beaucarnea recurvata
• Centaurea arenaria
• Cotylelobium scabriusculum
• Cratystylis conocephala
• Diospyros abyssinica
• Diospyros elliptifolia
• Diospyros malabarica
• Gutenbergia cordifolia
• Mikania scandens
• Phyllodium pulchellum
• Scorzonera hispanica
• Trapa natans var. japonica

Cross-Links

• PubChem: 101854158
• NPASS: NPC131172
• LOTUS: LTS0175611
• wikiData: Q104935131