(6R,7R,8S,16S,17R,18R)-7,17-bis(ethenyl)-8,18-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-3,9,13,19-tetraoxatricyclo[14.4.0.06,11]icosa-1(20),10-diene-2,12-dione

Details

• Internal ID: 34685d32-0751-42a3-9277-6222287b982d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (6R,7R,8S,16S,17R,18R)-7,17-bis(ethenyl)-8,18-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-3,9,13,19-tetraoxatricyclo[14.4.0.06,11]icosa-1(20),10-diene-2,12-dione
• SMILES (Canonical): C=CC1C2CCOC(=O)C3=COC(C(C3CCOC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C=C)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C=C[C@@H]1[C@H]2CCOC(=O)C3=CO[C@@H]([C@@H]([C@@H]3CCOC(=O)C2=CO[C@H]1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C32H44O18/c1-3-13-15-5-7-43-28(42)18-12-46-30(50-32-26(40)24(38)22(36)20(10-34)48-32)14(4-2)16(18)6-8-44-27(41)17(15)11-45-29(13)49-31-25(39)23(37)21(35)19(9-33)47-31/h3-4,11-16,19-26,29-40H,1-2,5-10H2/t13-,14-,15-,16+,19-,20-,21-,22-,23+,24+,25-,26-,29+,30-,31+,32+/m1/s1
• InChI Key: RIPZUWHZZHFHAQ-RQWBSPIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₈
• Molecular Weight: 716.70 g/mol
• Exact Mass: 716.25276455 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6938	69.38%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6723	67.23%
P-glycoprotein inhibitior	+	0.6553	65.53%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.8478	84.78%
CYP2C19 inhibition	-	0.8461	84.61%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.6974	69.74%
CYP inhibitory promiscuity	-	0.9142	91.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6700	67.00%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7068	70.68%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.7341	73.41%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5602	56.02%
Acute Oral Toxicity (c)	III	0.4519	45.19%
Estrogen receptor binding	+	0.8015	80.15%
Androgen receptor binding	+	0.6974	69.74%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5305	53.05%
Aromatase binding	+	0.5428	54.28%
PPAR gamma	+	0.6875	68.75%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6838	68.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.24%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	88.22%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.91%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.78%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.38%	86.92%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.91%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.88%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.18%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.11%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.00%	95.83%

Plants that contains it

• Dipsacus inermis

Cross-Links

• PubChem: 162963620
• LOTUS: LTS0267937
• wikiData: Q105237053