3-[2-Ethenyl-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-5-yl]propanoic acid

Details

• Internal ID: 718c575d-392e-4360-b4b4-e6334fdd6ade
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 3-[2-ethenyl-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-5-yl]propanoic acid
• InChI: InChI=1S/C20H34O4/c1-7-18(4)11-8-15-19(5,12-10-16(21)22)14(17(2,3)23)9-13-20(15,6)24-18/h7,14-15,23H,1,8-13H2,2-6H3,(H,21,22)
• InChI Key: VOTOTJDYOUBLLO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	+	0.7452	74.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6414	64.14%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.8910	89.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7693	76.93%
P-glycoprotein substrate	-	0.8379	83.79%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	+	0.5625	56.25%
CYP2C9 inhibition	-	0.8867	88.67%
CYP2C19 inhibition	-	0.8642	86.42%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.8224	82.24%
CYP2C8 inhibition	-	0.5871	58.71%
CYP inhibitory promiscuity	-	0.9281	92.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7730	77.30%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.5892	58.92%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5594	55.94%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	-	0.6140	61.40%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7287	72.87%
Acute Oral Toxicity (c)	III	0.7587	75.87%
Estrogen receptor binding	+	0.7356	73.56%
Androgen receptor binding	-	0.5842	58.42%
Thyroid receptor binding	+	0.7057	70.57%
Glucocorticoid receptor binding	+	0.8202	82.02%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.6548	65.48%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.94%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.85%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.46%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.19%	83.57%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.04%	100.00%
CHEMBL5028	O14672	ADAM10	83.99%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.57%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.90%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.87%	97.09%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 85215874
• LOTUS: LTS0145743
• wikiData: Q105290432