(3S,3aS,6aS,8R,10S,10aR)-3,3a,6,6a,7,8,9,10-Octahydro-3,8,10-trihydroxy-7,7-dimethyl-1-oxo-1H-naphtho[1,8a-c]furan-4-carboxaldehyde

Details

• Internal ID: 6f1d33e3-e9e6-4ab4-9f17-5f45b86b6124
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,8,10-trihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-4-carbaldehyde
• InChI: InChI=1S/C15H20O6/c1-14(2)8-4-3-7(6-16)11-12(19)21-13(20)15(8,11)10(18)5-9(14)17/h3,6,8-12,17-19H,4-5H2,1-2H3
• InChI Key: OLGMJXURWXVYKR-UHFFFAOYSA-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): 104.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (3S,3aS,6aS,8R,10S,10aR)-3,3a,6,6a,7,8,9,10-Octahydro-3,8,10-trihydroxy-7,7-dimethyl-1-oxo-1H-naphtho[1,8a-c]furan-4-carboxaldehyde
• 124869-10-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	-	0.6055	60.55%
Blood Brain Barrier	-	0.5723	57.23%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6913	69.13%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8365	83.65%
P-glycoprotein inhibitior	-	0.8900	89.00%
P-glycoprotein substrate	-	0.8804	88.04%
CYP3A4 substrate	+	0.5794	57.94%
CYP2C9 substrate	-	0.8082	80.82%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.8853	88.53%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.9095	90.95%
CYP2C8 inhibition	-	0.7991	79.91%
CYP inhibitory promiscuity	-	0.7723	77.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4522	45.22%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9351	93.51%
Skin irritation	-	0.5355	53.55%
Skin corrosion	-	0.8672	86.72%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4309	43.09%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7005	70.05%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6433	64.33%
Acute Oral Toxicity (c)	I	0.5349	53.49%
Estrogen receptor binding	+	0.6415	64.15%
Androgen receptor binding	-	0.5695	56.95%
Thyroid receptor binding	-	0.5653	56.53%
Glucocorticoid receptor binding	-	0.5635	56.35%
Aromatase binding	-	0.6310	63.10%
PPAR gamma	+	0.5278	52.78%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.03%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.64%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.37%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.70%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	82.15%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.05%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14433065
• LOTUS: LTS0036026
• wikiData: Q105193966