(3aR,5aR,7R,9aR,9bR)-7-hydroxy-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one

Details

• Internal ID: 0433403d-84b6-424c-bd02-6588699b819a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,5aR,7R,9aR,9bR)-7-hydroxy-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CC(=O)O3)C)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@@H]1CC[C@@]3([C@@H]2CC(=O)O3)C)(C)C)O
• InChI: InChI=1S/C16H26O3/c1-14(2)10-5-8-16(4)11(9-13(18)19-16)15(10,3)7-6-12(14)17/h10-12,17H,5-9H2,1-4H3/t10-,11+,12+,15+,16+/m0/s1
• InChI Key: TXENFVISCXJJMT-NTFKUYOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	+	0.7925	79.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6223	62.23%
P-glycoprotein inhibitior	-	0.8397	83.97%
P-glycoprotein substrate	-	0.9539	95.39%
CYP3A4 substrate	+	0.6035	60.35%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.7009	70.09%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.9658	96.58%
CYP1A2 inhibition	-	0.8807	88.07%
CYP2C8 inhibition	-	0.9295	92.95%
CYP inhibitory promiscuity	-	0.9624	96.24%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7510	75.10%
Skin irritation	+	0.5779	57.79%
Skin corrosion	-	0.8711	87.11%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6124	61.24%
skin sensitisation	-	0.7342	73.42%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.5756	57.56%
Estrogen receptor binding	+	0.6868	68.68%
Androgen receptor binding	-	0.5580	55.80%
Thyroid receptor binding	-	0.5574	55.74%
Glucocorticoid receptor binding	-	0.4684	46.84%
Aromatase binding	+	0.5930	59.30%
PPAR gamma	-	0.5797	57.97%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9732	97.32%

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	94.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.57%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.42%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.29%	82.69%

Plants that contains it

• Salvia aethiopis

Cross-Links

• PubChem: 162966848
• LOTUS: LTS0098824
• wikiData: Q105266681