(5aR,7S,9aS,9bS)-7,9b-dihydroxy-6,6,9a-trimethyl-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-3-one

Details

• Internal ID: 9e781dfb-d851-4d79-97ae-5bc6408a9809
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aR,7S,9aS,9bS)-7,9b-dihydroxy-6,6,9a-trimethyl-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-3-one
• InChI: InChI=1S/C15H22O4/c1-13(2)10-5-4-9-12(17)19-8-15(9,18)14(10,3)7-6-11(13)16/h4,10-11,16,18H,5-8H2,1-3H3/t10-,11+,14+,15-/m1/s1
• InChI Key: ACCHXZDTUKFBEE-FDRIWYBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• 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	+	0.9925	99.25%
Caco-2	+	0.7865	78.65%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8505	85.05%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5458	54.58%
BSEP inhibitior	-	0.7158	71.58%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.9160	91.60%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.8087	80.87%
CYP2C9 inhibition	-	0.8146	81.46%
CYP2C19 inhibition	-	0.8970	89.70%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	-	0.8774	87.74%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4347	43.47%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8020	80.20%
Skin irritation	+	0.6296	62.96%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7406	74.06%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6252	62.52%
skin sensitisation	-	0.8654	86.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5653	56.53%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	-	0.5069	50.69%
Androgen receptor binding	+	0.5796	57.96%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	-	0.5758	57.58%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5236	52.36%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	96.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.50%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.80%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.07%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.97%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.33%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.61%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.34%	97.14%

Plants that contains it

• Canella winterana

Cross-Links

• PubChem: 163102559
• LOTUS: LTS0133437
• wikiData: Q104909014