Dipetalolactone

Details

• Internal ID: a5648e23-5184-42d1-a2ed-1929a8feb1fa
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 10,10,16,16-tetramethyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11,17-hexaen-4-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C4=C2OC(C=C4)(C)C)OC(=O)C=C3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C4=C2OC(C=C4)(C)C)OC(=O)C=C3)C
• InChI: InChI=1S/C19H18O4/c1-18(2)9-7-12-15-11(5-6-14(20)21-15)16-13(17(12)23-18)8-10-19(3,4)22-16/h5-10H,1-4H3
• InChI Key: BHLCTWNBGOOKAJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Hortiline
• CHEMBL481240
• 10,10,16,16-tetramethyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11,17-hexaen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.6458	64.58%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9815	98.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7536	75.36%
P-glycoprotein inhibitior	+	0.6464	64.64%
P-glycoprotein substrate	-	0.7977	79.77%
CYP3A4 substrate	-	0.5356	53.56%
CYP2C9 substrate	-	0.6785	67.85%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.6080	60.80%
CYP2C9 inhibition	-	0.6654	66.54%
CYP2C19 inhibition	-	0.5705	57.05%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	+	0.5358	53.58%
CYP2C8 inhibition	-	0.8328	83.28%
CYP inhibitory promiscuity	-	0.5380	53.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.4483	44.83%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.7705	77.05%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6582	65.82%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.7801	78.01%
skin sensitisation	-	0.7271	72.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	III	0.5549	55.49%
Estrogen receptor binding	+	0.9524	95.24%
Androgen receptor binding	+	0.6304	63.04%
Thyroid receptor binding	+	0.6754	67.54%
Glucocorticoid receptor binding	+	0.8440	84.40%
Aromatase binding	+	0.8919	89.19%
PPAR gamma	+	0.8190	81.90%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	96.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.27%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.90%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.18%	85.94%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.07%	85.30%

Plants that contains it

• Asterolasia drummondii
• Geleznowia verrucosa
• Metrodorea flavida
• Philotheca apiculata
• Philotheca citrina
• Philotheca thryptomenoides
• Zanthoxylum dipetalum

Cross-Links

• PubChem: 11438305
• LOTUS: LTS0010962
• wikiData: Q104399580