(1R,3S,5S,8S,9S,12R,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione

Details

• Internal ID: d2987b66-37f9-4404-89e6-04e7e8692916
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,3S,5S,8S,9S,12R,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
• SMILES (Canonical): CC(=C)C1C2C3C4(C(C1C(=O)O2)(CC5C4(O5)C(=O)O3)O)C
• SMILES (Isomeric): CC(=C)[C@@H]1[C@H]2[C@@H]3[C@@]4([C@]([C@@H]1C(=O)O2)(C[C@H]5[C@]4(O5)C(=O)O3)O)C
• InChI: InChI=1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7-,8-,9-,10+,13+,14+,15-/m0/s1
• InChI Key: PIMZUZSSNYHVCU-SOVKMYTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.6582	65.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5962	59.62%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9615	96.15%
P-glycoprotein inhibitior	-	0.8460	84.60%
P-glycoprotein substrate	-	0.5240	52.40%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	+	0.7230	72.30%
CYP2C9 inhibition	-	0.9320	93.20%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8683	86.83%
CYP inhibitory promiscuity	-	0.9486	94.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4822	48.22%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.8016	80.16%
Skin irritation	-	0.5590	55.90%
Skin corrosion	-	0.8186	81.86%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6835	68.35%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6899	68.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8785	87.85%
Acute Oral Toxicity (c)	III	0.3274	32.74%
Estrogen receptor binding	+	0.6876	68.76%
Androgen receptor binding	+	0.6599	65.99%
Thyroid receptor binding	-	0.4896	48.96%
Glucocorticoid receptor binding	-	0.7045	70.45%
Aromatase binding	-	0.6538	65.38%
PPAR gamma	+	0.6376	63.76%
Honey bee toxicity	-	0.7765	77.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9346	93.46%

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	92.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.50%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.06%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.93%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.53%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	80.12%	91.49%

Plants that contains it

• Podophyllum grayi

Cross-Links

• PubChem: 24893782
• NPASS: NPC216527