(E)-3-[(1S,2R,5S,7R,9S,12R,16R)-1,5,7,12-tetramethyl-11-oxo-6,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadecan-5-yl]prop-2-enoic acid

Details

• Internal ID: d433eafc-e410-4673-aa5a-1adba4fd73c5
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (E)-3-[(1S,2R,5S,7R,9S,12R,16R)-1,5,7,12-tetramethyl-11-oxo-6,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadecan-5-yl]prop-2-enoic acid
• SMILES (Canonical): CC1(CCC2C3(CCCC4(C3C(CC2(O1)C)OC4=O)C)C)C=CC(=O)O
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@]3(CCC[C@@]4([C@@H]3[C@H](C[C@]2(O1)C)OC4=O)C)C)/C=C/C(=O)O
• InChI: InChI=1S/C21H30O5/c1-18(11-7-15(22)23)10-6-14-19(2)8-5-9-20(3)16(19)13(25-17(20)24)12-21(14,4)26-18/h7,11,13-14,16H,5-6,8-10,12H2,1-4H3,(H,22,23)/b11-7+/t13-,14+,16+,18-,19+,20+,21+/m0/s1
• InChI Key: KBJSYEBTIXTTDP-OJCOZPHBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.6866	68.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7317	73.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8467	84.67%
P-glycoprotein inhibitior	-	0.5412	54.12%
P-glycoprotein substrate	-	0.8414	84.14%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.8009	80.09%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9715	97.15%
CYP2D6 inhibition	-	0.9738	97.38%
CYP1A2 inhibition	-	0.8011	80.11%
CYP2C8 inhibition	-	0.7106	71.06%
CYP inhibitory promiscuity	-	0.9851	98.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5215	52.15%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9457	94.57%
Skin irritation	+	0.5764	57.64%
Skin corrosion	-	0.7121	71.21%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5726	57.26%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8505	85.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.4019	40.19%
Estrogen receptor binding	+	0.9088	90.88%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	+	0.7752	77.52%
Glucocorticoid receptor binding	+	0.8779	87.79%
Aromatase binding	+	0.8589	85.89%
PPAR gamma	+	0.5227	52.27%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	89.12%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.37%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.98%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	87.81%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.60%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.72%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.64%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.18%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.11%	97.25%

Plants that contains it

• Salvia sahendica

Cross-Links

• PubChem: 46938756
• LOTUS: LTS0063194
• wikiData: Q105138292