CID 102275330

Details

• Internal ID: 10c07a38-00b0-4a54-9a46-104f5667bcd1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,6S,7S,7aR)-1-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S)-3,4-dihydroxy-4-[[(2E,6E)-8-hydroxy-2,6-dimethylocta-2,6-dienoyl]oxymethyl]oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(CO4)(COC(=O)C(=CCCC(=CCO)C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C[C@H]2[C@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@](CO4)(COC(=O)/C(=C/CC/C(=C/CO)/C)/C)O)O)O
• InChI: InChI=1S/C31H46O16/c1-14(7-8-32)5-4-6-15(2)27(40)43-12-31(41)13-44-30(25(31)37)46-24-23(36)22(35)20(10-33)45-29(24)47-28-21-16(3)19(34)9-17(21)18(11-42-28)26(38)39/h6-7,11,16-17,19-25,28-30,32-37,41H,4-5,8-10,12-13H2,1-3H3,(H,38,39)/b14-7+,15-6+/t16-,17-,19+,20-,21+,22-,23+,24-,25+,28+,29+,30+,31-/m1/s1
• InChI Key: RAAZLUVKRWKOPP-IXTFQXLOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₁₆
• Molecular Weight: 674.70 g/mol
• Exact Mass: 674.27858538 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7436	74.36%
Caco-2	-	0.8915	89.15%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3369	33.69%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.7520	75.20%
P-glycoprotein inhibitior	+	0.6324	63.24%
P-glycoprotein substrate	+	0.5714	57.14%
CYP3A4 substrate	+	0.7108	71.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.8590	85.90%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.6512	65.12%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5518	55.18%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9248	92.48%
Skin irritation	+	0.5495	54.95%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6787	67.87%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8052	80.52%
Acute Oral Toxicity (c)	I	0.6851	68.51%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	-	0.5963	59.63%
Glucocorticoid receptor binding	+	0.6467	64.67%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.7095	70.95%
Honey bee toxicity	-	0.7064	70.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9536	95.36%

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	98.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.83%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	95.54%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.64%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.34%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.13%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.01%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.98%	94.73%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.93%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.47%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.76%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.66%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.50%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.77%	94.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.69%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.59%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.58%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.58%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.81%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.57%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.42%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.16%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.27%	95.93%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.86%	94.97%

Plants that contains it

• Volkameria inermis

Cross-Links

• PubChem: 102275330
• LOTUS: LTS0132658
• wikiData: Q105232498