(4R,5S,6S,7S,11S)-5,7-dihydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one

Details

• Internal ID: 356771fc-0d4f-4ba9-8fbe-b59c1a46858c
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (4R,5S,6S,7S,11S)-5,7-dihydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one
• SMILES (Canonical): CC1C(C2C3C1(COC=C3C(=O)O2)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]2[C@H]3[C@@]1(COC=C3C(=O)O2)O)O
• InChI: InChI=1S/C10H12O5/c1-4-7(11)8-6-5(9(12)15-8)2-14-3-10(4,6)13/h2,4,6-8,11,13H,3H2,1H3/t4-,6-,7-,8+,10-/m0/s1
• InChI Key: CLHRRLZEKMQHFZ-HZHVFOLNSA-N
• Popularity: 2 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): 76.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.82
• 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	+	0.9512	95.12%
Caco-2	-	0.5208	52.08%
Blood Brain Barrier	-	0.6223	62.23%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7105	71.05%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9259	92.59%
P-glycoprotein substrate	-	0.8350	83.50%
CYP3A4 substrate	-	0.5111	51.11%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.9549	95.49%
CYP2C9 inhibition	-	0.9004	90.04%
CYP2C19 inhibition	-	0.9071	90.71%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	-	0.7929	79.29%
CYP2C8 inhibition	-	0.9599	95.99%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5141	51.41%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.7940	79.40%
Skin irritation	-	0.5816	58.16%
Skin corrosion	-	0.8880	88.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8661	86.61%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.6449	64.49%
skin sensitisation	-	0.8265	82.65%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6301	63.01%
Acute Oral Toxicity (c)	III	0.3808	38.08%
Estrogen receptor binding	+	0.5537	55.37%
Androgen receptor binding	-	0.5532	55.32%
Thyroid receptor binding	-	0.6042	60.42%
Glucocorticoid receptor binding	-	0.6469	64.69%
Aromatase binding	-	0.8214	82.14%
PPAR gamma	-	0.5716	57.16%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4064	40.64%

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	94.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.34%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.60%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.45%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.39%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%

Plants that contains it

• Gelsemium elegans
• Gelsemium sempervirens

Cross-Links

• PubChem: 101415981
• LOTUS: LTS0066206
• wikiData: Q104403375