(3R)-15-hydroxy-3,7,7-trimethyl-13-propan-2-yl-5-oxatricyclo[9.4.0.03,8]pentadeca-1(15),8,10,12-tetraene-4,14-dione

Details

• Internal ID: 5dc9930d-8f44-4de0-adc2-a1289bbbc6c7
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3R)-15-hydroxy-3,7,7-trimethyl-13-propan-2-yl-5-oxatricyclo[9.4.0.03,8]pentadeca-1(15),8,10,12-tetraene-4,14-dione
• InChI: InChI=1S/C20H24O4/c1-11(2)13-8-12-6-7-15-19(3,4)10-24-18(23)20(15,5)9-14(12)17(22)16(13)21/h6-8,11,22H,9-10H2,1-5H3/t20-/m1/s1
• InChI Key: RZVOPZIGXRIWOR-HXUWFJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.6875	68.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8203	82.03%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6023	60.23%
P-glycoprotein inhibitior	-	0.8009	80.09%
P-glycoprotein substrate	-	0.7368	73.68%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.8681	86.81%
CYP2C9 inhibition	-	0.6780	67.80%
CYP2C19 inhibition	-	0.7995	79.95%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.7661	76.61%
CYP2C8 inhibition	-	0.8642	86.42%
CYP inhibitory promiscuity	-	0.9106	91.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6185	61.85%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.6767	67.67%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8560	85.60%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5499	54.99%
skin sensitisation	-	0.6970	69.70%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	+	0.8680	86.80%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.7314	73.14%
Glucocorticoid receptor binding	+	0.7103	71.03%
Aromatase binding	+	0.7467	74.67%
PPAR gamma	+	0.7210	72.10%
Honey bee toxicity	-	0.8170	81.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.51%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.99%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	90.36%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.20%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.61%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.17%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.88%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.60%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.27%	96.09%

Plants that contains it

• Premna herbacea

Cross-Links

• PubChem: 53364008
• LOTUS: LTS0010407
• wikiData: Q105248638