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

Details

• Internal ID: 39e60ae9-2195-4bfa-9db9-4ded83883908
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,3S,5R,8R,9R,11R)-3-methyl-2,6,12-trioxatetracyclo[6.4.0.03,11.05,9]dodecane-5,11-diol
• SMILES (Canonical): CC12CC3(C4CC1(OC(C4CO3)O2)O)O
• SMILES (Isomeric): C[C@]12C[C@@]3([C@@H]4C[C@]1(O[C@@H]([C@H]4CO3)O2)O)O
• InChI: InChI=1S/C10H14O5/c1-8-4-9(11)6-2-10(8,12)15-7(14-8)5(6)3-13-9/h5-7,11-12H,2-4H2,1H3/t5-,6+,7-,8-,9+,10+/m0/s1
• InChI Key: KOMQDNILFGUPAF-KIOSUUARSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	-	0.5576	55.76%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9513	95.13%
P-glycoprotein inhibitior	-	0.9491	94.91%
P-glycoprotein substrate	-	0.8301	83.01%
CYP3A4 substrate	+	0.5489	54.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7852	78.52%
CYP3A4 inhibition	-	0.9585	95.85%
CYP2C9 inhibition	-	0.9239	92.39%
CYP2C19 inhibition	-	0.8682	86.82%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8762	87.62%
CYP2C8 inhibition	-	0.8455	84.55%
CYP inhibitory promiscuity	-	0.9699	96.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5442	54.42%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.7279	72.79%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6454	64.54%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5353	53.53%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4890	48.90%
Acute Oral Toxicity (c)	III	0.3697	36.97%
Estrogen receptor binding	-	0.5148	51.48%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	-	0.6520	65.20%
Glucocorticoid receptor binding	-	0.7305	73.05%
Aromatase binding	-	0.7130	71.30%
PPAR gamma	-	0.6448	64.48%
Honey bee toxicity	-	0.8123	81.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8779	87.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.21%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.20%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.05%	85.14%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 101050848
• LOTUS: LTS0165162
• wikiData: Q105143884