9'-Dehydroxyvladinol F

Details

• Internal ID: 0527df22-eaa1-4b1d-b2bf-838659edd540
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[(2R,3S)-5-(3-hydroxypropyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2OC)CCCO)C3=CC(=C(C=C3)O)OC
• SMILES (Isomeric): C[C@@H]1[C@@H](OC2=C1C=C(C=C2OC)CCCO)C3=CC(=C(C=C3)O)OC
• InChI: InChI=1S/C20H24O5/c1-12-15-9-13(5-4-8-21)10-18(24-3)20(15)25-19(12)14-6-7-16(22)17(11-14)23-2/h6-7,9-12,19,21-22H,4-5,8H2,1-3H3/t12-,19+/m0/s1
• InChI Key: YMJZBBKFFDVLLB-HXPMCKFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.8332	83.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8233	82.33%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5979	59.79%
P-glycoprotein inhibitior	-	0.4923	49.23%
P-glycoprotein substrate	-	0.6646	66.46%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4656	46.56%
CYP3A4 inhibition	-	0.5464	54.64%
CYP2C9 inhibition	+	0.5297	52.97%
CYP2C19 inhibition	-	0.5126	51.26%
CYP2D6 inhibition	-	0.8758	87.58%
CYP1A2 inhibition	+	0.6501	65.01%
CYP2C8 inhibition	+	0.8081	80.81%
CYP inhibitory promiscuity	+	0.7094	70.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5719	57.19%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8707	87.07%
Skin irritation	-	0.8123	81.23%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7478	74.78%
Micronuclear	-	0.5582	55.82%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8599	85.99%
Acute Oral Toxicity (c)	III	0.6556	65.56%
Estrogen receptor binding	+	0.8852	88.52%
Androgen receptor binding	+	0.5491	54.91%
Thyroid receptor binding	+	0.8338	83.38%
Glucocorticoid receptor binding	+	0.8838	88.38%
Aromatase binding	+	0.6294	62.94%
PPAR gamma	+	0.5327	53.27%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.3733	37.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.22%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.70%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.20%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.89%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.33%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.59%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.77%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.14%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%
CHEMBL2535	P11166	Glucose transporter	80.08%	98.75%

Plants that contains it

• Daphne feddei
• Solanum aculeatissimum

Cross-Links

• PubChem: 101542784
• NPASS: NPC92740
• LOTUS: LTS0243851
• wikiData: Q105350573