(3R)-4'-Hydroxy-5,7-dimethoxy-6-prenyl-6'',6''-dimethylpyrano[2'',3'':2',3']isoflavan

Details

• Internal ID: eddd1e0d-bc87-42ae-80dd-e3bd007342d8
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 8-[5,7-dimethoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]-2,2-dimethylchromen-5-ol
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1OC)CC(CO2)C3=C4C(=C(C=C3)O)C=CC(O4)(C)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1OC)CC(CO2)C3=C4C(=C(C=C3)O)C=CC(O4)(C)C)OC)C
• InChI: InChI=1S/C27H32O5/c1-16(2)7-8-20-23(29-5)14-24-21(25(20)30-6)13-17(15-31-24)18-9-10-22(28)19-11-12-27(3,4)32-26(18)19/h7,9-12,14,17,28H,8,13,15H2,1-6H3
• InChI Key: RVKDAOFCDAPVGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₅
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.22497412 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.82
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (3R)-4'-Hydroxy-5,7-dimethoxy-6-prenyl-6'',6''-dimethylpyrano[2'',3'':2',3']isoflavan

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.6881	68.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.8717	87.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.9223	92.23%
P-glycoprotein substrate	+	0.7024	70.24%
CYP3A4 substrate	+	0.6690	66.90%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.6304	63.04%
CYP2C9 inhibition	+	0.7122	71.22%
CYP2C19 inhibition	+	0.9055	90.55%
CYP2D6 inhibition	-	0.8492	84.92%
CYP1A2 inhibition	+	0.6642	66.42%
CYP2C8 inhibition	+	0.7294	72.94%
CYP inhibitory promiscuity	+	0.8216	82.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.7366	73.66%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8318	83.18%
Skin irritation	-	0.8156	81.56%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3845	38.45%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7786	77.86%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	+	0.9233	92.33%
Androgen receptor binding	+	0.7024	70.24%
Thyroid receptor binding	+	0.7836	78.36%
Glucocorticoid receptor binding	+	0.8191	81.91%
Aromatase binding	+	0.5215	52.15%
PPAR gamma	+	0.8383	83.83%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	99.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.40%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.62%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.58%	95.89%
CHEMBL2535	P11166	Glucose transporter	89.92%	98.75%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.22%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.99%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.94%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.85%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.69%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	85.85%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.01%	91.19%
CHEMBL4208	P20618	Proteasome component C5	84.25%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.99%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.50%	85.14%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.29%	96.12%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.23%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.26%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.12%	94.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.63%	95.56%

Plants that contains it

• Glycyrrhiza uralensis

Cross-Links

• PubChem: 131752863
• LOTUS: LTS0004105
• wikiData: Q105246080