Methylhildgardtol A

Details

• Internal ID: d28e2488-74ca-45a3-80dd-fa14cb3feaa4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans
• IUPAC Name: (2S,4R)-4,5-dimethoxy-2-phenyl-8-prop-1-en-2-yl-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromene
• SMILES (Canonical): CC(=C)C1CC2=C3C(=C(C=C2O1)OC)C(CC(O3)C4=CC=CC=C4)OC
• SMILES (Isomeric): CC(=C)C1CC2=C3C(=C(C=C2O1)OC)[C@@H](C[C@H](O3)C4=CC=CC=C4)OC
• InChI: InChI=1S/C22H24O4/c1-13(2)16-10-15-18(25-16)12-20(24-4)21-19(23-3)11-17(26-22(15)21)14-8-6-5-7-9-14/h5-9,12,16-17,19H,1,10-11H2,2-4H3/t16?,17-,19+/m0/s1
• InChI Key: KCRBILJKGXMJLI-WFTITGEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• LMPK12020159

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8758	87.58%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6337	63.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8881	88.81%
P-glycoprotein inhibitior	+	0.8045	80.45%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.4735	47.35%
CYP3A4 inhibition	+	0.8104	81.04%
CYP2C9 inhibition	-	0.5429	54.29%
CYP2C19 inhibition	+	0.8595	85.95%
CYP2D6 inhibition	-	0.8042	80.42%
CYP1A2 inhibition	+	0.8158	81.58%
CYP2C8 inhibition	+	0.6734	67.34%
CYP inhibitory promiscuity	+	0.9279	92.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9598	95.98%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8090	80.90%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7403	74.03%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5526	55.26%
Acute Oral Toxicity (c)	III	0.4298	42.98%
Estrogen receptor binding	+	0.7148	71.48%
Androgen receptor binding	+	0.6396	63.96%
Thyroid receptor binding	+	0.7284	72.84%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	-	0.5221	52.21%
PPAR gamma	+	0.5798	57.98%
Honey bee toxicity	-	0.6953	69.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9800	98.00%

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	96.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.61%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.59%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.55%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.48%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.34%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.36%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%

Plants that contains it

• Tephrosia crassifolia
• Tephrosia hildebrandtii

Cross-Links

• PubChem: 21676329
• LOTUS: LTS0028374
• wikiData: Q105138899