(1S,4S,5R,6R,7S,8R,10R,12R)-5,8-dihydroxy-12-methyl-2-oxo-6-prop-1-en-2-yl-3,11-dioxatetracyclo[6.3.1.01,10.04,12]dodecane-7-carboxylic acid

Details

• Internal ID: d2760ad1-e0f1-4f88-a57a-4fcd576a6e66
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,4S,5R,6R,7S,8R,10R,12R)-5,8-dihydroxy-12-methyl-2-oxo-6-prop-1-en-2-yl-3,11-dioxatetracyclo[6.3.1.01,10.04,12]dodecane-7-carboxylic acid
• SMILES (Canonical): CC(=C)C1C(C2C3(C(C1C(=O)O)(CC4C3(O4)C(=O)O2)O)C)O
• SMILES (Isomeric): CC(=C)[C@@H]1[C@H]([C@@H]2[C@@]3([C@]([C@H]1C(=O)O)(C[C@@H]4[C@]3(O4)C(=O)O2)O)C)O
• InChI: InChI=1S/C15H18O7/c1-5(2)7-8(11(17)18)14(20)4-6-15(22-6)12(19)21-10(9(7)16)13(14,15)3/h6-10,16,20H,1,4H2,2-3H3,(H,17,18)/t6-,7+,8-,9-,10-,13-,14-,15+/m1/s1
• InChI Key: FMSCXBVRXBOZLV-YKWPQBAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9128	91.28%
Caco-2	-	0.8145	81.45%
Blood Brain Barrier	+	0.6027	60.27%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5699	56.99%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9745	97.45%
P-glycoprotein inhibitior	-	0.9046	90.46%
P-glycoprotein substrate	-	0.6483	64.83%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	+	0.6227	62.27%
CYP2C9 inhibition	-	0.8941	89.41%
CYP2C19 inhibition	-	0.9117	91.17%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	-	0.8798	87.98%
CYP inhibitory promiscuity	-	0.8778	87.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4336	43.36%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.5530	55.30%
Skin corrosion	-	0.8414	84.14%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6578	65.78%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7461	74.61%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7734	77.34%
Acute Oral Toxicity (c)	I	0.4084	40.84%
Estrogen receptor binding	+	0.5289	52.89%
Androgen receptor binding	+	0.6445	64.45%
Thyroid receptor binding	-	0.6413	64.13%
Glucocorticoid receptor binding	-	0.7733	77.33%
Aromatase binding	-	0.6667	66.67%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.8323	83.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9196	91.96%

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	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.88%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.41%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.77%	91.19%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.20%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.67%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.61%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.06%	100.00%

Plants that contains it

• Anamirta cocculus

Cross-Links

• PubChem: 163086385
• LOTUS: LTS0028100
• wikiData: Q104998019