(1R,4S,6S,8R,13R,14R)-8-hydroxy-6,11-dimethyl-5,9,15,17-tetraoxapentacyclo[11.2.2.01,14.04,6.08,12]heptadec-11-ene-10,16-dione

Details

• Internal ID: 04f89a4c-76e0-44b3-b62a-5e9e0c07d97f
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,4-dioxanes
• IUPAC Name: (1R,4S,6S,8R,13R,14R)-8-hydroxy-6,11-dimethyl-5,9,15,17-tetraoxapentacyclo[11.2.2.01,14.04,6.08,12]heptadec-11-ene-10,16-dione
• SMILES (Canonical): CC1=C2C3C4C(O4)(CCC5C(O5)(CC2(OC1=O)O)C)C(=O)O3
• SMILES (Isomeric): CC1=C2[C@@H]3[C@@H]4[C@](O4)(CC[C@H]5[C@@](O5)(C[C@]2(OC1=O)O)C)C(=O)O3
• InChI: InChI=1S/C15H16O7/c1-6-8-9-10-14(21-10,12(17)19-9)4-3-7-13(2,20-7)5-15(8,18)22-11(6)16/h7,9-10,18H,3-5H2,1-2H3/t7-,9+,10+,13-,14+,15+/m0/s1
• InChI Key: SZRZCMLKHDXJRR-QSADMQIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.28 g/mol
• Exact Mass: 308.08960285 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.6812	68.12%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7966	79.66%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	-	0.7867	78.67%
P-glycoprotein inhibitior	-	0.7935	79.35%
P-glycoprotein substrate	-	0.7966	79.66%
CYP3A4 substrate	+	0.6424	64.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.6792	67.92%
CYP2C9 inhibition	-	0.9272	92.72%
CYP2C19 inhibition	-	0.9589	95.89%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.6523	65.23%
CYP2C8 inhibition	-	0.8307	83.07%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4651	46.51%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8980	89.80%
Skin irritation	+	0.5622	56.22%
Skin corrosion	-	0.8284	82.84%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7455	74.55%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8061	80.61%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.4064	40.64%
Estrogen receptor binding	+	0.8474	84.74%
Androgen receptor binding	+	0.6503	65.03%
Thyroid receptor binding	+	0.7279	72.79%
Glucocorticoid receptor binding	+	0.7442	74.42%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7241	72.41%
Honey bee toxicity	-	0.8810	88.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9545	95.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.33%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.69%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.46%	93.03%
CHEMBL1871	P10275	Androgen Receptor	82.84%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.78%	93.00%
CHEMBL2581	P07339	Cathepsin D	81.69%	98.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.20%	96.25%

Plants that contains it

• Neolitsea villosa

Cross-Links

• PubChem: 162868425
• LOTUS: LTS0026307
• wikiData: Q105264371