2-But-3-en-2-ylidene-1,5a-dihydroxy-3a,6,6,9a-tetramethyl-1,4,5,7,8,9b-hexahydrobenzo[e][1]benzofuran-9-one

Details

• Internal ID: 88d7903b-c199-40b4-a5cf-7390d8af157f
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2-but-3-en-2-ylidene-1,5a-dihydroxy-3a,6,6,9a-tetramethyl-1,4,5,7,8,9b-hexahydrobenzo[e][1]benzofuran-9-one
• InChI: InChI=1S/C20H30O4/c1-7-12(2)15-14(22)16-18(5,24-15)10-11-20(23)17(3,4)9-8-13(21)19(16,20)6/h7,14,16,22-23H,1,8-11H2,2-6H3
• InChI Key: DOQXTCHBKSIARN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6137	61.37%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.8461	84.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5179	51.79%
BSEP inhibitior	-	0.5882	58.82%
P-glycoprotein inhibitior	-	0.7759	77.59%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.8244	82.44%
CYP2C19 inhibition	-	0.7423	74.23%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.6974	69.74%
CYP2C8 inhibition	-	0.8321	83.21%
CYP inhibitory promiscuity	-	0.8649	86.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9236	92.36%
Skin irritation	+	0.6105	61.05%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4831	48.31%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5877	58.77%
skin sensitisation	-	0.7355	73.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6749	67.49%
Acute Oral Toxicity (c)	I	0.5524	55.24%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.6261	62.61%
Thyroid receptor binding	+	0.6750	67.50%
Glucocorticoid receptor binding	+	0.6613	66.13%
Aromatase binding	+	0.7086	70.86%
PPAR gamma	+	0.6020	60.20%
Honey bee toxicity	-	0.8533	85.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	93.08%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.97%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.45%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	88.95%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.06%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.05%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.60%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	84.28%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.75%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.71%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.28%	91.07%

Plants that contains it

• Scapania undulata

Cross-Links

• PubChem: 163030073
• LOTUS: LTS0054779
• wikiData: Q104986141