Hildgardtene

Details

• Internal ID: 287c8641-7574-4715-8f30-3bbf132b31cf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: (2S)-5-methoxy-2-phenyl-8-prop-1-en-2-yl-8,9-dihydro-2H-furo[2,3-h]chromene
• SMILES (Canonical): CC(=C)C1CC2=C3C(=C(C=C2O1)OC)C=CC(O3)C4=CC=CC=C4
• SMILES (Isomeric): CC(=C)C1CC2=C3C(=C(C=C2O1)OC)C=C[C@H](O3)C4=CC=CC=C4
• InChI: InChI=1S/C21H20O3/c1-13(2)18-11-16-20(23-18)12-19(22-3)15-9-10-17(24-21(15)16)14-7-5-4-6-8-14/h4-10,12,17-18H,1,11H2,2-3H3/t17-,18?/m0/s1
• InChI Key: VVPMOJMAMXGTAR-ZENAZSQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₃
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.14124450 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• SCHEMBL18746272
• CHEBI:179642
• LMPK12020282
• (2S)-5-methoxy-2-phenyl-8-prop-1-en-2-yl-8,9-dihydro-2H-uro[2,3-h]chromene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8362	83.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6829	68.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8089	80.89%
P-glycoprotein inhibitior	+	0.7183	71.83%
P-glycoprotein substrate	-	0.7271	72.71%
CYP3A4 substrate	+	0.5498	54.98%
CYP2C9 substrate	+	0.5975	59.75%
CYP2D6 substrate	+	0.4160	41.60%
CYP3A4 inhibition	+	0.8264	82.64%
CYP2C9 inhibition	+	0.6288	62.88%
CYP2C19 inhibition	+	0.9085	90.85%
CYP2D6 inhibition	-	0.7348	73.48%
CYP1A2 inhibition	+	0.8792	87.92%
CYP2C8 inhibition	+	0.5651	56.51%
CYP inhibitory promiscuity	+	0.9431	94.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5550	55.50%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8700	87.00%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.6649	66.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.5775	57.75%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.5902	59.02%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	+	0.6373	63.73%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.5447	54.47%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	98.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.24%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.30%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.15%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.52%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.99%	97.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.12%	94.03%

Plants that contains it

• Tephrosia hildebrandtii

Cross-Links

• PubChem: 44257204
• LOTUS: LTS0073711
• wikiData: Q105297788