(1S,2S,3S,6R,7S,9S,12S)-1-hydroxy-12-methyl-5,8,10-trioxatetracyclo[5.4.1.02,6.03,9]dodecan-4-one

Details

• Internal ID: 171e874c-e3b8-46bf-b600-8fabb8a9c9f3
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,2S,3S,6R,7S,9S,12S)-1-hydroxy-12-methyl-5,8,10-trioxatetracyclo[5.4.1.02,6.03,9]dodecan-4-one
• SMILES (Canonical): CC1C2C3C4C1(COC(C4C(=O)O3)O2)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H]3[C@H]4[C@@]1(CO[C@H]([C@H]4C(=O)O3)O2)O
• InChI: InChI=1S/C10H12O5/c1-3-6-7-5-4(8(11)14-7)9(15-6)13-2-10(3,5)12/h3-7,9,12H,2H2,1H3/t3-,4+,5-,6-,7+,9-,10-/m0/s1
• InChI Key: UCYJAMRRXNXQJP-GEXBLYTOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 5
• 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	+	0.9811	98.11%
Caco-2	-	0.6339	63.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9641	96.41%
P-glycoprotein inhibitior	-	0.9427	94.27%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.5176	51.76%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.9693	96.93%
CYP2C19 inhibition	-	0.9315	93.15%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8793	87.93%
CYP2C8 inhibition	-	0.9744	97.44%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.7053	70.53%
Skin irritation	-	0.6615	66.15%
Skin corrosion	-	0.8701	87.01%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9028	90.28%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.4157	41.57%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	-	0.6598	65.98%
Thyroid receptor binding	-	0.6585	65.85%
Glucocorticoid receptor binding	-	0.6800	68.00%
Aromatase binding	-	0.8027	80.27%
PPAR gamma	-	0.5186	51.86%
Honey bee toxicity	-	0.8521	85.21%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.5559	55.59%

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	88.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.99%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.84%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.14%	96.77%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 101855970
• LOTUS: LTS0062289
• wikiData: Q105270230