4,7-dihydroxy-3-[(2R,3E,6E)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

Details

• Internal ID: 2457a1cd-5f76-493d-a3a3-b8f6b3de84a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4,7-dihydroxy-3-[(2R,3E,6E)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one
• SMILES (Canonical): CC(C1=C(C2=C(C=C(C=C2)O)OC1=O)O)C(=CCC=C(C)CC(=O)C=C(C)C)C
• SMILES (Isomeric): C[C@@H](C1=C(C2=C(C=C(C=C2)O)OC1=O)O)/C(=C/C/C=C(\C)/CC(=O)C=C(C)C)/C
• InChI: InChI=1S/C24H28O5/c1-14(2)11-19(26)12-15(3)7-6-8-16(4)17(5)22-23(27)20-10-9-18(25)13-21(20)29-24(22)28/h7-11,13,17,25,27H,6,12H2,1-5H3/b15-7+,16-8+/t17-/m1/s1
• InChI Key: PTNBQZMCTYXNSQ-BOLNNJBYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.5132	51.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7446	74.46%
OATP2B1 inhibitior	+	0.5666	56.66%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	+	0.8954	89.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8345	83.45%
P-glycoprotein inhibitior	+	0.6855	68.55%
P-glycoprotein substrate	+	0.5822	58.22%
CYP3A4 substrate	+	0.5768	57.68%
CYP2C9 substrate	+	0.8580	85.80%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.7046	70.46%
CYP2C9 inhibition	+	0.6186	61.86%
CYP2C19 inhibition	-	0.5394	53.94%
CYP2D6 inhibition	-	0.8488	84.88%
CYP1A2 inhibition	+	0.5692	56.92%
CYP2C8 inhibition	-	0.7110	71.10%
CYP inhibitory promiscuity	-	0.6125	61.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8526	85.26%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.7085	70.85%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8584	85.84%
Acute Oral Toxicity (c)	III	0.5377	53.77%
Estrogen receptor binding	+	0.8776	87.76%
Androgen receptor binding	+	0.8374	83.74%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.8112	81.12%
Aromatase binding	+	0.7432	74.32%
PPAR gamma	+	0.7347	73.47%
Honey bee toxicity	-	0.8915	89.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.24%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.67%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.61%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.58%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.86%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.00%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.02%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.81%	83.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.09%	100.00%

Plants that contains it

• Ferula fukanensis

Cross-Links

• PubChem: 163085895
• LOTUS: LTS0119341
• wikiData: Q105214766