(2S,3aR,9aS)-2-(2-hydroxypropan-2-yl)-9a-(3-methylbut-2-enyl)-3,3a-dihydro-2H-benzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 4406c375-d2aa-427a-b0d0-2294e5cc70fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds
• IUPAC Name: (2S,3aR,9aS)-2-(2-hydroxypropan-2-yl)-9a-(3-methylbut-2-enyl)-3,3a-dihydro-2H-benzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C20H24O4/c1-12(2)9-10-20-15(11-16(24-20)19(3,4)23)17(21)13-7-5-6-8-14(13)18(20)22/h5-9,15-16,23H,10-11H2,1-4H3/t15-,16-,20-/m0/s1
• InChI Key: MRHRLPQBVGIOOL-FTRWYGJKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5835	58.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8250	82.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.8793	87.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7227	72.27%
P-glycoprotein inhibitior	-	0.7641	76.41%
P-glycoprotein substrate	-	0.7976	79.76%
CYP3A4 substrate	+	0.5786	57.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.8403	84.03%
CYP2C9 inhibition	-	0.5391	53.91%
CYP2C19 inhibition	-	0.5806	58.06%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.5273	52.73%
CYP2C8 inhibition	-	0.7956	79.56%
CYP inhibitory promiscuity	-	0.5242	52.42%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6018	60.18%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.6911	69.11%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6511	65.11%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7731	77.31%
skin sensitisation	-	0.6512	65.12%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6013	60.13%
Acute Oral Toxicity (c)	III	0.4779	47.79%
Estrogen receptor binding	+	0.7538	75.38%
Androgen receptor binding	+	0.6135	61.35%
Thyroid receptor binding	+	0.6087	60.87%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.6093	60.93%
PPAR gamma	+	0.6459	64.59%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.01%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.47%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.83%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.73%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.50%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.07%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.02%	82.69%

Plants that contains it

• Glycosmis pentaphylla

Cross-Links

• PubChem: 163043953
• LOTUS: LTS0246452
• wikiData: Q105170580