(2E,4E,9R)-10-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-9-hydroxydeca-2,4-dienoic acid

Details

• Internal ID: 3ab6e364-2ce2-4d67-9cb8-c6b74ed71e5b
• Taxonomy: Organoheterocyclic compounds > Pyranodioxins
• IUPAC Name: (2E,4E,9R)-10-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-9-hydroxydeca-2,4-dienoic acid
• SMILES (Canonical): CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(CCCC=CC=CC(=O)O)O)(C)C)OC)OCO2)O)O)C
• SMILES (Isomeric): C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@@H]2[C@@H]3[C@@H]([C@H](C([C@H](O3)C[C@@H](CCC/C=C/C=C/C(=O)O)O)(C)C)OC)OCO2)O)O)C
• InChI: InChI=1S/C30H47NO11/c1-17-15-30(37,42-19(3)18(17)2)25(35)27(36)31-28-24-23(39-16-40-28)26(38-6)29(4,5)21(41-24)14-20(32)12-10-8-7-9-11-13-22(33)34/h7,9,11,13,18-21,23-26,28,32,35,37H,1,8,10,12,14-16H2,2-6H3,(H,31,36)(H,33,34)/b9-7+,13-11+/t18-,19-,20-,21-,23+,24+,25-,26-,28+,30-/m1/s1
• InChI Key: HVIHVRPOZWQVBV-MIQYJIFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₇NO₁₁
• Molecular Weight: 597.70 g/mol
• Exact Mass: 597.31491132 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5868	58.68%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6276	62.76%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.9446	94.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6546	65.46%
P-glycoprotein substrate	+	0.7067	70.67%
CYP3A4 substrate	+	0.7115	71.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.7147	71.47%
CYP2C9 inhibition	-	0.8433	84.33%
CYP2C19 inhibition	-	0.8550	85.50%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8509	85.09%
CYP2C8 inhibition	+	0.6446	64.46%
CYP inhibitory promiscuity	-	0.8586	85.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.7312	73.12%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6721	67.21%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5342	53.42%
Acute Oral Toxicity (c)	III	0.6430	64.30%
Estrogen receptor binding	+	0.7097	70.97%
Androgen receptor binding	+	0.6456	64.56%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	+	0.7626	76.26%
Aromatase binding	+	0.6996	69.96%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.6710	67.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9144	91.44%

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	98.94%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.48%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.96%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.89%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.18%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.59%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.47%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.31%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.69%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.10%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.99%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.95%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.59%	89.50%
CHEMBL5028	O14672	ADAM10	82.55%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.29%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.76%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.28%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.91%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.76%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.69%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.34%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10698779
• LOTUS: LTS0141613
• wikiData: Q105034276