[(1R,2R,6R,7R,8S,9S,10S,12R)-12-ethenyl-10-hydroxy-12-methyl-5-methylidene-4-oxospiro[3,11-dioxatricyclo[6.3.1.02,6]dodecane-9,2'-oxirane]-7-yl] 2-methylpropanoate

Details

• Internal ID: 8381a592-c29c-4ea3-a21d-7f81d8a0f2e9
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: [(1R,2R,6R,7R,8S,9S,10S,12R)-12-ethenyl-10-hydroxy-12-methyl-5-methylidene-4-oxospiro[3,11-dioxatricyclo[6.3.1.02,6]dodecane-9,2'-oxirane]-7-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C2C(C3C(C1C4(CO4)C(O3)O)(C)C=C)OC(=O)C2=C
• SMILES (Isomeric): CC(C)C(=O)O[C@@H]1[C@@H]2[C@H]([C@H]3[C@]([C@@H]1[C@]4(CO4)[C@H](O3)O)(C)C=C)OC(=O)C2=C
• InChI: InChI=1S/C19H24O7/c1-6-18(5)13-11(24-15(20)8(2)3)10-9(4)16(21)25-12(10)14(18)26-17(22)19(13)7-23-19/h6,8,10-14,17,22H,1,4,7H2,2-3,5H3/t10-,11-,12-,13-,14+,17+,18-,19-/m1/s1
• InChI Key: OOPKVQJFZVXGMN-PSKIIIJWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 94.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9509	95.09%
Caco-2	-	0.5743	57.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.8823	88.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9217	92.17%
P-glycoprotein inhibitior	-	0.7158	71.58%
P-glycoprotein substrate	-	0.7134	71.34%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	+	0.5283	52.83%
CYP2C9 inhibition	-	0.6508	65.08%
CYP2C19 inhibition	-	0.6603	66.03%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.7540	75.40%
CYP2C8 inhibition	-	0.7719	77.19%
CYP inhibitory promiscuity	-	0.6467	64.67%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.6790	67.90%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4597	45.97%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	-	0.6958	69.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8716	87.16%
Acute Oral Toxicity (c)	III	0.3666	36.66%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	+	0.6239	62.39%
Thyroid receptor binding	+	0.6734	67.34%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	+	0.5323	53.23%
PPAR gamma	+	0.5749	57.49%
Honey bee toxicity	-	0.5407	54.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	99.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.38%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.87%	89.34%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.32%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.86%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.26%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.50%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.07%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.45%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.33%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.29%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.08%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	81.86%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.63%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	81.34%	97.79%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.75%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.06%	86.33%

Plants that contains it

• Verbesina seatonii

Cross-Links

• PubChem: 163105408
• LOTUS: LTS0263546
• wikiData: Q105195523