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

Details

• Internal ID: c4005e4e-24fb-426c-b551-8d5509804004
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,3S,5S,8S,9S,12R,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
• SMILES (Canonical): CC12C3C4C(C(C1(CC5C2(O5)C(=O)O3)O)C(=O)O4)C(C)(C)O
• SMILES (Isomeric): C[C@@]12[C@H]3[C@@H]4[C@H]([C@H]([C@@]1(C[C@H]5[C@]2(O5)C(=O)O3)O)C(=O)O4)C(C)(C)O
• InChI: InChI=1S/C15H18O7/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9/h5-9,18-19H,4H2,1-3H3/t5-,6-,7-,8-,9+,13+,14+,15-/m0/s1
• InChI Key: RYEFFICCPKWYML-IQXTXZJXSA-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): 106.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9492	94.92%
Caco-2	-	0.6488	64.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5999	59.99%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9443	94.43%
P-glycoprotein inhibitior	-	0.8254	82.54%
P-glycoprotein substrate	-	0.6061	60.61%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	-	0.8103	81.03%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.9218	92.18%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	-	0.8299	82.99%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4947	49.47%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9480	94.80%
Skin irritation	-	0.6466	64.66%
Skin corrosion	-	0.8078	80.78%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7352	73.52%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7839	78.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7606	76.06%
Acute Oral Toxicity (c)	III	0.4121	41.21%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	+	0.6476	64.76%
Thyroid receptor binding	+	0.5717	57.17%
Glucocorticoid receptor binding	-	0.8660	86.60%
Aromatase binding	-	0.8513	85.13%
PPAR gamma	+	0.6387	63.87%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7474	74.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.59%	97.25%
CHEMBL2039	P27338	Monoamine oxidase B	93.70%	92.51%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.77%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.61%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.19%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.02%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.76%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.00%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.55%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

• Neopicrorhiza scrophulariiflora
• Podophyllum grayi

Cross-Links

• PubChem: 24884080
• NPASS: NPC230488