CID 102004745

Details

• Internal ID: 503a68d3-f8dc-4de0-87fb-13db875e7949
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=C(C=C(C=C3)O)O)CC(CC=C(C)C)C(=C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C[C@H](O2)C3=C(C=C(C=C3)O)O)C[C@@H](CC=C(C)C)C(=C)C)O)C
• InChI: InChI=1S/C30H36O6/c1-16(2)7-9-19(18(5)6)13-23-28(34)22(11-8-17(3)4)29(35)27-25(33)15-26(36-30(23)27)21-12-10-20(31)14-24(21)32/h7-8,10,12,14,19,26,31-32,34-35H,5,9,11,13,15H2,1-4,6H3/t19-,26+/m1/s1
• InChI Key: CDNAGJNJVFLMRS-BCHFMIIMSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₆
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.25118886 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.82
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• 99217-64-8
• 4H-1-Benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-, (2S)-
• (2S)-2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
• orb1682247
• SCHEMBL27013439
• DTXSID501318328
• HY-N8092
• AKOS040761958
• FS-7689
• DA-54702
• CS-0139939

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	-	0.7062	70.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7540	75.40%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8002	80.02%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9328	93.28%
P-glycoprotein inhibitior	+	0.6867	68.67%
P-glycoprotein substrate	+	0.6343	63.43%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.5792	57.92%
CYP2C9 inhibition	+	0.7550	75.50%
CYP2C19 inhibition	+	0.8533	85.33%
CYP2D6 inhibition	-	0.7226	72.26%
CYP1A2 inhibition	+	0.7929	79.29%
CYP2C8 inhibition	+	0.5411	54.11%
CYP inhibitory promiscuity	+	0.8591	85.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7398	73.98%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7684	76.84%
Skin irritation	-	0.7504	75.04%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7623	76.23%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7557	75.57%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7839	78.39%
Acute Oral Toxicity (c)	III	0.4438	44.38%
Estrogen receptor binding	+	0.8550	85.50%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	+	0.6124	61.24%
Glucocorticoid receptor binding	+	0.8415	84.15%
Aromatase binding	+	0.5693	56.93%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.7361	73.61%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.07%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.36%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.20%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.22%	96.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.91%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.30%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.68%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.19%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.76%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.24%	95.89%

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
• Santalum album
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 102004745
• NPASS: NPC57067
• LOTUS: LTS0219212
• wikiData: Q105173621