(1R,3S,5S,6R,7S,8R,10R,12S,13R,14R)-7-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-6,13,14-trihydroxy-12-methyl-2,4,9,11-tetraoxatricyclo[8.4.0.03,8]tetradecane-5-carboxylic acid

Details

• Internal ID: 739f0e47-4937-4459-8843-c92c180e75e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (1R,3S,5S,6R,7S,8R,10R,12S,13R,14R)-7-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-6,13,14-trihydroxy-12-methyl-2,4,9,11-tetraoxatricyclo[8.4.0.03,8]tetradecane-5-carboxylic acid
• SMILES (Canonical): CC1C(C(C2C(O1)OC3C(C(C(OC3O2)C(=O)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]2[C@H](O1)O[C@@H]3[C@H]([C@H]([C@H](O[C@@H]3O2)C(=O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C18H26O16/c1-2-3(19)5(21)12-17(29-2)34-13-9(8(24)11(15(27)28)32-18(13)33-12)30-16-7(23)4(20)6(22)10(31-16)14(25)26/h2-13,16-24H,1H3,(H,25,26)(H,27,28)/t2-,3-,4-,5+,6-,7+,8+,9-,10-,11-,12+,13+,16+,17+,18+/m0/s1
• InChI Key: QWWWBLPKYYPPLX-VRNJEXTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₆
• Molecular Weight: 498.40 g/mol
• Exact Mass: 498.12208474 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -5.32
• H-Bond Acceptor: 14
• 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	-	0.4856	48.56%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6359	63.59%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9797	97.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9274	92.74%
P-glycoprotein inhibitior	-	0.7880	78.80%
P-glycoprotein substrate	-	0.9069	90.69%
CYP3A4 substrate	+	0.5147	51.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8704	87.04%
CYP2C9 inhibition	-	0.9641	96.41%
CYP2C19 inhibition	-	0.9419	94.19%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8797	87.97%
CYP2C8 inhibition	-	0.8155	81.55%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5949	59.49%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.6479	64.79%
Skin corrosion	-	0.8966	89.66%
Ames mutagenesis	-	0.5601	56.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.7125	71.25%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6038	60.38%
skin sensitisation	-	0.9227	92.27%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7326	73.26%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	+	0.5571	55.71%
Androgen receptor binding	-	0.6404	64.04%
Thyroid receptor binding	-	0.5451	54.51%
Glucocorticoid receptor binding	-	0.5711	57.11%
Aromatase binding	-	0.5138	51.38%
PPAR gamma	-	0.5443	54.43%
Honey bee toxicity	-	0.7316	73.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	-	0.4088	40.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	90.31%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.31%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.74%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.13%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.93%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%

Plants that contains it

• Althaea officinalis

Cross-Links

• PubChem: 162842866
• LOTUS: LTS0087755
• wikiData: Q105229442