(2S,3S,3aR,4S,4'S,5'S,7aS)-2,4',5'-trihydroxy-2,4-dimethyl-6'-methylidenespiro[3a,4,5,7a-tetrahydrofuro[2,3-c]pyran-3,3'-cyclohexene]-7-one

Details

• Internal ID: 18553127-e1f0-42cc-9aaf-aadcff716676
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2S,3S,3aR,4S,4'S,5'S,7aS)-2,4',5'-trihydroxy-2,4-dimethyl-6'-methylidenespiro[3a,4,5,7a-tetrahydrofuro[2,3-c]pyran-3,3'-cyclohexene]-7-one
• InChI: InChI=1S/C15H20O6/c1-7-4-5-15(12(17)10(7)16)9-8(2)6-20-13(18)11(9)21-14(15,3)19/h4-5,8-12,16-17,19H,1,6H2,2-3H3/t8-,9+,10+,11+,12-,14+,15+/m1/s1
• InChI Key: JCKVAXRAVFAUJA-CEMHTXADSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8896	88.96%
Caco-2	-	0.7503	75.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9276	92.76%
P-glycoprotein substrate	-	0.7713	77.13%
CYP3A4 substrate	+	0.6031	60.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.6655	66.55%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.8077	80.77%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.7736	77.36%
CYP2C8 inhibition	-	0.8826	88.26%
CYP inhibitory promiscuity	-	0.6934	69.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.6205	62.05%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7205	72.05%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6877	68.77%
skin sensitisation	-	0.7263	72.63%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5691	56.91%
Acute Oral Toxicity (c)	III	0.4726	47.26%
Estrogen receptor binding	+	0.6317	63.17%
Androgen receptor binding	+	0.6709	67.09%
Thyroid receptor binding	+	0.5190	51.90%
Glucocorticoid receptor binding	+	0.5954	59.54%
Aromatase binding	-	0.5696	56.96%
PPAR gamma	+	0.5339	53.39%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9571	95.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.65%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.32%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.62%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.87%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.75%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.16%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	80.13%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11098477
• LOTUS: LTS0056205
• wikiData: Q104665532