(1R,2R,7S,8S,9S,14R)-3,7,10,14-tetramethyl-16,18-dioxapentacyclo[7.5.2.22,8.01,11.04,8]octadeca-3,10-diene-15,17-dione

Details

• Internal ID: 0184fda5-7c88-4a31-b622-2fed30f86926
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R,2R,7S,8S,9S,14R)-3,7,10,14-tetramethyl-16,18-dioxapentacyclo[7.5.2.22,8.01,11.04,8]octadeca-3,10-diene-15,17-dione
• SMILES (Canonical): CC1CCC2=C(C3C45C(CCC4=C(C(C12C(=O)O3)OC5=O)C)C)C
• SMILES (Isomeric): C[C@@H]1CCC2=C([C@H]3[C@]45[C@H](CCC4=C([C@H]([C@@]12C(=O)O3)OC5=O)C)C)C
• InChI: InChI=1S/C20H24O4/c1-9-5-7-13-11(3)16-20-10(2)6-8-14(20)12(4)15(23-18(20)22)19(9,13)17(21)24-16/h9-10,15-16H,5-8H2,1-4H3/t9-,10+,15-,16+,19-,20+
• InChI Key: KESCUBFFLAUUPO-OQZMBNGJSA-N
• Popularity: 1 reference 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): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.8135	81.35%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6262	62.62%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9544	95.44%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9082	90.82%
P-glycoprotein inhibitior	-	0.4677	46.77%
P-glycoprotein substrate	-	0.9562	95.62%
CYP3A4 substrate	-	0.5253	52.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8011	80.11%
CYP3A4 inhibition	-	0.7778	77.78%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.9347	93.47%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	+	0.5454	54.54%
CYP2C8 inhibition	-	0.9581	95.81%
CYP inhibitory promiscuity	-	0.8524	85.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4829	48.29%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.7398	73.98%
Skin irritation	+	0.5525	55.25%
Skin corrosion	-	0.8101	81.01%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6134	61.34%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.6781	67.81%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6035	60.35%
Acute Oral Toxicity (c)	III	0.5368	53.68%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.6498	64.98%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	+	0.6992	69.92%
Aromatase binding	-	0.6076	60.76%
PPAR gamma	+	0.5399	53.99%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9597	95.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.60%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.55%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.84%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.46%	96.09%

Plants that contains it

• Nepeta parnassica

Cross-Links

• PubChem: 139038577
• LOTUS: LTS0164605
• wikiData: Q105140167