(1S,3S,5R,8R,9R,11R)-5-methoxy-3-methyl-2,6,12-trioxatetracyclo[6.4.0.03,11.05,9]dodecan-11-ol

Details

• Internal ID: 45e9443b-b87d-43ce-b34a-9018b794f456
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,3S,5R,8R,9R,11R)-5-methoxy-3-methyl-2,6,12-trioxatetracyclo[6.4.0.03,11.05,9]dodecan-11-ol
• SMILES (Canonical): CC12CC3(C4CC1(OC(C4CO3)O2)O)OC
• SMILES (Isomeric): C[C@]12C[C@@]3([C@@H]4C[C@]1(O[C@@H]([C@H]4CO3)O2)O)OC
• InChI: InChI=1S/C11H16O5/c1-9-5-10(13-2)7-3-11(9,12)16-8(15-9)6(7)4-14-10/h6-8,12H,3-5H2,1-2H3/t6-,7+,8-,9-,10+,11+/m0/s1
• InChI Key: KCAAGBCFVTYDEV-WYVINJBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9636	96.36%
Caco-2	+	0.5786	57.86%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5570	55.70%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9452	94.52%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9289	92.89%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	+	0.6116	61.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7772	77.72%
CYP3A4 inhibition	-	0.8338	83.38%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	-	0.6980	69.80%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7616	76.16%
Skin irritation	-	0.7707	77.07%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6005	60.05%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5728	57.28%
skin sensitisation	-	0.8741	87.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5754	57.54%
Acute Oral Toxicity (c)	I	0.3317	33.17%
Estrogen receptor binding	-	0.6278	62.78%
Androgen receptor binding	+	0.6428	64.28%
Thyroid receptor binding	-	0.5914	59.14%
Glucocorticoid receptor binding	-	0.6798	67.98%
Aromatase binding	-	0.6527	65.27%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8218	82.18%

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	95.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.00%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.99%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.36%	94.45%
CHEMBL1871	P10275	Androgen Receptor	85.95%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.33%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.95%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.16%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.78%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.90%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 15922704
• LOTUS: LTS0230281
• wikiData: Q104402814