Methyl 3-[8-(3-hydroxy-3-methylbut-1-enyl)-2,2-dimethylchromen-6-yl]prop-2-enoate

Details

• Internal ID: 795177bd-e2f0-4522-a208-350d5455a88a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl 3-[8-(3-hydroxy-3-methylbut-1-enyl)-2,2-dimethylchromen-6-yl]prop-2-enoate
• SMILES (Canonical): CC1(C=CC2=C(O1)C(=CC(=C2)C=CC(=O)OC)C=CC(C)(C)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C(=CC(=C2)C=CC(=O)OC)C=CC(C)(C)O)C
• InChI: InChI=1S/C20H24O4/c1-19(2,22)10-8-15-12-14(6-7-17(21)23-5)13-16-9-11-20(3,4)24-18(15)16/h6-13,22H,1-5H3
• InChI Key: IXPZMJNSDMFPNB-UHFFFAOYSA-N
• Popularity: 0 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): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8243	82.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7738	77.38%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9136	91.36%
P-glycoprotein inhibitior	-	0.5862	58.62%
P-glycoprotein substrate	-	0.7190	71.90%
CYP3A4 substrate	+	0.6217	62.17%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	+	0.5188	51.88%
CYP2C9 inhibition	-	0.5803	58.03%
CYP2C19 inhibition	-	0.6318	63.18%
CYP2D6 inhibition	-	0.8580	85.80%
CYP1A2 inhibition	-	0.5468	54.68%
CYP2C8 inhibition	+	0.5971	59.71%
CYP inhibitory promiscuity	-	0.5154	51.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8213	82.13%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9704	97.04%
Eye irritation	+	0.7208	72.08%
Skin irritation	-	0.7509	75.09%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7556	75.56%
Micronuclear	-	0.5299	52.99%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.7908	79.08%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	+	0.9486	94.86%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.7311	73.11%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.8442	84.42%
PPAR gamma	+	0.8061	80.61%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9492	94.92%

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	97.90%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.28%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.81%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.80%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.58%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.66%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.75%	91.07%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.52%	80.00%
CHEMBL2581	P07339	Cathepsin D	80.35%	98.95%

Plants that contains it

• Werneria nubigena

Cross-Links

• PubChem: 163055221
• LOTUS: LTS0087155
• wikiData: Q105122391