[(2E,5R,9R)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-dien-9-yl] acetate

Details

• Internal ID: cce8fdc9-fee6-414f-a24d-7be9e75312d7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: [(2E,5R,9R)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-dien-9-yl] acetate
• SMILES (Canonical): CC#CC#CC=C1C=CC2(O1)C(C=CO2)OC(=O)C
• SMILES (Isomeric): CC#CC#C/C=C/1\C=C[C@@]2(O1)[C@@H](C=CO2)OC(=O)C
• InChI: InChI=1S/C15H12O4/c1-3-4-5-6-7-13-8-10-15(19-13)14(9-11-17-15)18-12(2)16/h7-11,14H,1-2H3/b13-7+/t14-,15-/m1/s1
• InChI Key: XQVRVLVORPSYNU-PHIGAYBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	+	0.5874	58.74%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6360	63.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9064	90.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6195	61.95%
P-glycoprotein inhibitior	-	0.8861	88.61%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	+	0.6094	60.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.7206	72.06%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.7614	76.14%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	-	0.6784	67.84%
CYP inhibitory promiscuity	-	0.6083	60.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.3787	37.87%
Eye corrosion	-	0.7392	73.92%
Eye irritation	-	0.7079	70.79%
Skin irritation	-	0.6633	66.33%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6281	62.81%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5122	51.22%
skin sensitisation	-	0.5955	59.55%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7827	78.27%
Acute Oral Toxicity (c)	III	0.4694	46.94%
Estrogen receptor binding	+	0.7991	79.91%
Androgen receptor binding	+	0.6047	60.47%
Thyroid receptor binding	+	0.6537	65.37%
Glucocorticoid receptor binding	+	0.6438	64.38%
Aromatase binding	+	0.7366	73.66%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.6721	67.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.7731	77.31%

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	94.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.69%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.23%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.15%	94.45%

Plants that contains it

• Agathosma betulina
• Aglaia lawii
• Amaioua guianensis
• Argyranthemum frutescens
• Arnica sachalinensis
• Baccharis santelicis
• Berchemia floribunda
• Betula maximowicziana
• Calanthe arisanensis
• Choisya arizonica
• Chrysosplenium oppositifolium
• Epimedium sagittatum
• Eriogonum nudum
• Erythrina sandwicensis
• Euphorbia balsamifera
• Hemionitis cairon
• Hyacinthoides hispanica
• Hygrophila polysperma
• Incarvillea emodi
• Klasea erucifolia
• Mucuna sloanei
• Nervilia fordii
• Packera coahuilensis
• Picea sitchensis
• Pittosporum viridiflorum
• Pseudocedrela kotschyi
• Pseudotaxus chienii
• Roldana barba-johannis
• Rothmannia urcelliformis
• Santolina rosmarinifolia
• Senecio ruwenzoriensis
• Swertia decora
• Tritomaria quinquedentata
• Veratrum viride var. eschscholtzianum

Cross-Links

• PubChem: 92269932
• NPASS: NPC308718
• LOTUS: LTS0213775
• wikiData: Q105340093