Flavenochromane A

Details

• Internal ID: 9fd7a89c-bf32-427a-9a89-c57cf3bee83d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2R,3R)-3,5-dihydroxy-2-(7-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-8,8-dimethyl-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1(CCC2=CC(=C(C=C2O1)O)C3C(C(=O)C4=C(O3)C5=C(C=C4O)OC(CC5)(C)C)O)C
• SMILES (Isomeric): CC1(CCC2=CC(=C(C=C2O1)O)[C@@H]3[C@H](C(=O)C4=C(O3)C5=C(C=C4O)OC(CC5)(C)C)O)C
• InChI: InChI=1S/C25H28O7/c1-24(2)7-5-12-9-14(15(26)10-17(12)31-24)23-21(29)20(28)19-16(27)11-18-13(22(19)30-23)6-8-25(3,4)32-18/h9-11,21,23,26-27,29H,5-8H2,1-4H3/t21-,23+/m0/s1
• InChI Key: SUOZNAKMRAJWAA-JTHBVZDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₇
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.18350323 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.5855	58.55%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6125	61.25%
P-glycoprotein inhibitior	+	0.6464	64.64%
P-glycoprotein substrate	-	0.7774	77.74%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7686	76.86%
CYP3A4 inhibition	-	0.7971	79.71%
CYP2C9 inhibition	-	0.7477	74.77%
CYP2C19 inhibition	-	0.8262	82.62%
CYP2D6 inhibition	-	0.8867	88.67%
CYP1A2 inhibition	+	0.5672	56.72%
CYP2C8 inhibition	-	0.6974	69.74%
CYP inhibitory promiscuity	-	0.8362	83.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.7275	72.75%
Skin irritation	-	0.7276	72.76%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6405	64.05%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.8446	84.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5758	57.58%
Acute Oral Toxicity (c)	III	0.7710	77.10%
Estrogen receptor binding	+	0.8699	86.99%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.6161	61.61%
Glucocorticoid receptor binding	+	0.8560	85.60%
Aromatase binding	+	0.6631	66.31%
PPAR gamma	+	0.8234	82.34%
Honey bee toxicity	-	0.8175	81.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9505	95.05%

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	99.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.95%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.30%	91.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	90.89%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	89.74%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.42%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.67%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.56%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.73%	80.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.57%	95.38%
CHEMBL3401	O75469	Pregnane X receptor	82.32%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.31%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.82%	96.38%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 11351168
• NPASS: NPC69541
• LOTUS: LTS0104249
• wikiData: Q105261238