(2S)-2-[2-(3,7-dimethylocta-2,6-dienyl)-3,4-dihydroxyphenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: ef311e7d-b951-4baa-a56f-19a1f36b2828
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 2-prenylated flavans > 2-prenylated flavanones
• IUPAC Name: (2S)-2-[2-(3,7-dimethylocta-2,6-dienyl)-3,4-dihydroxyphenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=CC(=C1O)O)C2CC(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=C(C=CC(=C1O)O)[C@@H]2CC(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)C)C
• InChI: InChI=1S/C30H36O6/c1-17(2)7-6-8-19(5)10-12-21-20(13-14-23(31)29(21)34)26-16-25(33)28-27(36-26)15-24(32)22(30(28)35)11-9-18(3)4/h7,9-10,13-15,26,31-32,34-35H,6,8,11-12,16H2,1-5H3/t26-/m0/s1
• InChI Key: SZHDIKOQLFZADP-SANMLTNESA-N
• Popularity: 0 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): 6.96
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9501	95.01%
Caco-2	-	0.7747	77.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.7535	75.35%
P-glycoprotein substrate	-	0.6814	68.14%
CYP3A4 substrate	+	0.5881	58.81%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8017	80.17%
CYP3A4 inhibition	-	0.6358	63.58%
CYP2C9 inhibition	-	0.6077	60.77%
CYP2C19 inhibition	+	0.5246	52.46%
CYP2D6 inhibition	-	0.8219	82.19%
CYP1A2 inhibition	+	0.7028	70.28%
CYP2C8 inhibition	-	0.5613	56.13%
CYP inhibitory promiscuity	-	0.5548	55.48%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7492	74.92%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8377	83.77%
Skin irritation	-	0.7352	73.52%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7935	79.35%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7389	73.89%
Acute Oral Toxicity (c)	III	0.4062	40.62%
Estrogen receptor binding	+	0.8978	89.78%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.8234	82.34%
Aromatase binding	+	0.5791	57.91%
PPAR gamma	+	0.8185	81.85%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.23%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.80%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.70%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.36%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.01%	92.68%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.94%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.97%	96.12%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.86%	98.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.49%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.29%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.11%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.09%	83.10%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.27%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.89%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.44%	92.08%

Plants that contains it

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

Cross-Links

• PubChem: 91152580
• NPASS: NPC212885
• LOTUS: LTS0216946
• wikiData: Q105264112