[(2R,3S,4S,5R,6R)-6-[[(3aS,5R,9aR,9bS)-5-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: da639872-6260-44a0-b3b7-0bc1265f80ac
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3aS,5R,9aR,9bS)-5-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): CC1=C2CC=C(C2C3C(CC1O)C(=C)C(=O)O3)COC4C(C(C(C(O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O
• SMILES (Isomeric): CC1=C2CC=C([C@@H]2[C@@H]3[C@@H](C[C@H]1O)C(=C)C(=O)O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O
• InChI: InChI=1S/C29H34O11/c1-13-18-8-5-16(23(18)27-19(10-20(13)31)14(2)28(36)40-27)11-38-29-26(35)25(34)24(33)21(39-29)12-37-22(32)9-15-3-6-17(30)7-4-15/h3-7,19-21,23-27,29-31,33-35H,2,8-12H2,1H3/t19-,20+,21+,23-,24+,25-,26+,27-,29+/m0/s1
• InChI Key: ANQGAHXFJKEEEO-JCWBBJIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₁
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.21011190 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8741	87.41%
Caco-2	-	0.8856	88.56%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7504	75.04%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5865	58.65%
P-glycoprotein inhibitior	-	0.4536	45.36%
P-glycoprotein substrate	-	0.5428	54.28%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8840	88.40%
CYP3A4 inhibition	-	0.7846	78.46%
CYP2C9 inhibition	-	0.8359	83.59%
CYP2C19 inhibition	-	0.7136	71.36%
CYP2D6 inhibition	-	0.8675	86.75%
CYP1A2 inhibition	-	0.7871	78.71%
CYP2C8 inhibition	+	0.7690	76.90%
CYP inhibitory promiscuity	-	0.8505	85.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.7343	73.43%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4206	42.06%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5518	55.18%
skin sensitisation	-	0.8030	80.30%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6355	63.55%
Acute Oral Toxicity (c)	III	0.4315	43.15%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.6725	67.25%
Thyroid receptor binding	-	0.5377	53.77%
Glucocorticoid receptor binding	+	0.6686	66.86%
Aromatase binding	+	0.6048	60.48%
PPAR gamma	+	0.6565	65.65%
Honey bee toxicity	-	0.7063	70.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	96.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	93.25%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.63%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.51%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.49%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.14%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.59%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.17%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.55%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.25%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.05%	96.61%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.22%	85.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.13%	97.36%

Plants that contains it

• Crepidiastrum lanceolatum

Cross-Links

• PubChem: 21636105
• LOTUS: LTS0052904
• wikiData: Q104915350