(2S)-5,7-dihydroxy-2-[(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-5-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: d5fb1094-0672-4699-b205-405a76b5dcfe
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (2S)-5,7-dihydroxy-2-[(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-5-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(C=CC(=C2O1)O)C3CC(=O)C4=C(O3)C=C(C(=C4O)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCC[C@@]1(C=CC2=C(C=CC(=C2O1)O)[C@@H]3CC(=O)C4=C(O3)C=C(C(=C4O)CC=C(C)C)O)C)C
• InChI: InChI=1S/C30H34O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-12,14-15,25,31-32,34H,6,9,13,16H2,1-5H3/t25-,30+/m0/s1
• InChI Key: URMUEILYNQBSDZ-SETSBSEESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₆
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.23553880 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.93
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.7183	71.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6617	66.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7904	79.04%
OATP1B3 inhibitior	+	0.8915	89.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9632	96.32%
P-glycoprotein inhibitior	+	0.8294	82.94%
P-glycoprotein substrate	+	0.5641	56.41%
CYP3A4 substrate	+	0.6790	67.90%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.7255	72.55%
CYP2C9 inhibition	+	0.5795	57.95%
CYP2C19 inhibition	-	0.5154	51.54%
CYP2D6 inhibition	-	0.8379	83.79%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5841	58.41%
CYP inhibitory promiscuity	+	0.6412	64.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8370	83.70%
Skin irritation	-	0.7035	70.35%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6694	66.94%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7938	79.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7795	77.95%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.9155	91.55%
Androgen receptor binding	+	0.7066	70.66%
Thyroid receptor binding	+	0.6332	63.32%
Glucocorticoid receptor binding	+	0.8120	81.20%
Aromatase binding	+	0.6910	69.10%
PPAR gamma	+	0.8348	83.48%
Honey bee toxicity	-	0.7539	75.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	99.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.27%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.14%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.92%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.89%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.85%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.60%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.07%	96.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.37%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.96%	83.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.86%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.42%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.83%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	84.36%	95.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.18%	93.40%
CHEMBL240	Q12809	HERG	83.90%	89.76%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.48%	96.37%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.40%	92.68%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.20%	91.03%

Plants that contains it

• Bobgunnia madagascariensis
• Calodendrum capense
• Croton caudatus
• Elaeocarpus fuscoides
• Jacobaea adonidifolia
• Macaranga tanarius
• Meconopsis horridula
• Oxera splendida
• Stevia eupatoria
• Vitex pinnata

Cross-Links

• PubChem: 25155068
• NPASS: NPC78399
• LOTUS: LTS0162706
• wikiData: Q105277863