(2R,3R)-3,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: d345e45a-f789-4628-90c6-10ae12b5b85f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2R,3R)-3,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C2C(C(=O)C3=C(O2)C(=C(C=C3)O)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)[C@@H]2[C@H](C(=O)C3=C(O2)C(=C(C=C3)O)CC=C(C)C)O)C
• InChI: InChI=1S/C30H36O5/c1-17(2)7-10-20-15-22(16-21(26(20)32)11-8-18(3)4)29-28(34)27(33)24-13-14-25(31)23(30(24)35-29)12-9-19(5)6/h7-9,13-16,28-29,31-32,34H,10-12H2,1-6H3/t28-,29+/m0/s1
• InChI Key: IDEMLXLPHDUUPG-URLMMPGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₅
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.25627424 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.6122	61.22%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7765	77.65%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8321	83.21%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9431	94.31%
P-glycoprotein inhibitior	+	0.7889	78.89%
P-glycoprotein substrate	-	0.8264	82.64%
CYP3A4 substrate	+	0.5499	54.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7126	71.26%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	+	0.9163	91.63%
CYP2C19 inhibition	+	0.9090	90.90%
CYP2D6 inhibition	-	0.7901	79.01%
CYP1A2 inhibition	+	0.6990	69.90%
CYP2C8 inhibition	-	0.6312	63.12%
CYP inhibitory promiscuity	+	0.8585	85.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7197	71.97%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7291	72.91%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6505	65.05%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7556	75.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5106	51.06%
Acute Oral Toxicity (c)	III	0.6406	64.06%
Estrogen receptor binding	+	0.8913	89.13%
Androgen receptor binding	+	0.6672	66.72%
Thyroid receptor binding	+	0.7090	70.90%
Glucocorticoid receptor binding	+	0.8632	86.32%
Aromatase binding	+	0.5620	56.20%
PPAR gamma	+	0.8142	81.42%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.78%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.16%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.18%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.62%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.32%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.78%	99.15%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.70%	89.34%

Plants that contains it

• Millettia pulchra

Cross-Links

• PubChem: 163036521
• LOTUS: LTS0083288
• wikiData: Q105111300