CID 5377561

Details

• Internal ID: 5f965f11-9b88-4474-a388-12d98c38018f
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,4-dioxanes
• IUPAC Name: (4Z)-5,10-dimethyl-8,14,16-trioxatetracyclo[10.2.2.01,13.07,11]hexadeca-4,7(11),9-trien-15-one
• SMILES (Canonical): CC1=CCCC23C(O2)C(C4=C(C1)OC=C4C)OC3=O
• SMILES (Isomeric): C/C/1=C/CCC23C(O2)C(C4=C(C1)OC=C4C)OC3=O
• InChI: InChI=1S/C15H16O4/c1-8-4-3-5-15-13(19-15)12(18-14(15)16)11-9(2)7-17-10(11)6-8/h4,7,12-13H,3,5-6H2,1-2H3/b8-4-
• InChI Key: KBMSVODXFLAQNJ-YWEYNIOJSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• KBMSVODXFLAQNJ-YWEYNIOJSA-N
• 13476-25-0
• 2H-10,1a-(Epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one, 3,6,10,10a-tetrahydro-5,9-dimethyl-, [1aS-(1aR*,4E,10R*,10aR*)]-
• 4.beta.H-Germacra-1(10),7,11-trien-15-oic acid, 4,5.beta.:8,12-diepoxy-6.alpha.-hydroxy-, .gamma.-lactone, (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8217	82.17%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7301	73.01%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7090	70.90%
P-glycoprotein inhibitior	-	0.8946	89.46%
P-glycoprotein substrate	-	0.8492	84.92%
CYP3A4 substrate	+	0.5804	58.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.7623	76.23%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.8038	80.38%
CYP2D6 inhibition	-	0.8604	86.04%
CYP1A2 inhibition	+	0.6762	67.62%
CYP2C8 inhibition	-	0.7418	74.18%
CYP inhibitory promiscuity	-	0.8510	85.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.6355	63.55%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7511	75.11%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7120	71.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5894	58.94%
Acute Oral Toxicity (c)	III	0.4279	42.79%
Estrogen receptor binding	-	0.5276	52.76%
Androgen receptor binding	+	0.5966	59.66%
Thyroid receptor binding	-	0.6583	65.83%
Glucocorticoid receptor binding	+	0.5748	57.48%
Aromatase binding	-	0.7246	72.46%
PPAR gamma	+	0.6895	68.95%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	92.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.88%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.41%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.58%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	83.41%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	82.22%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.76%	90.93%
CHEMBL2039	P27338	Monoamine oxidase B	80.28%	92.51%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 5377561
• NPASS: NPC65412