(1S,3R,7R,9R,10S,12R,14S)-12,14-dihydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one

Details

• Internal ID: aa1cb144-7c59-429a-8e1b-21c457080898
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,3R,7R,9R,10S,12R,14S)-12,14-dihydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one
• SMILES (Canonical): CC1CC2C(CC3(C1CC(OC3O)O)C)C(=C)C(=O)O2
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@H](C[C@]3([C@H]1C[C@@H](O[C@@H]3O)O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C15H22O5/c1-7-4-11-9(8(2)13(17)19-11)6-15(3)10(7)5-12(16)20-14(15)18/h7,9-12,14,16,18H,2,4-6H2,1,3H3/t7-,9-,10+,11-,12-,14+,15+/m1/s1
• InChI Key: PYINVOHSOZSEPB-XPWPDMAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9597	95.97%
Caco-2	+	0.5648	56.48%
Blood Brain Barrier	-	0.5973	59.73%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5725	57.25%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9574	95.74%
P-glycoprotein inhibitior	-	0.8904	89.04%
P-glycoprotein substrate	-	0.8039	80.39%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.7561	75.61%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.7893	78.93%
CYP2C8 inhibition	-	0.8096	80.96%
CYP inhibitory promiscuity	-	0.9409	94.09%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.5356	53.56%
Skin corrosion	-	0.9001	90.01%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6207	62.07%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.7626	76.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6267	62.67%
Acute Oral Toxicity (c)	I	0.3490	34.90%
Estrogen receptor binding	+	0.7094	70.94%
Androgen receptor binding	+	0.5502	55.02%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	+	0.5875	58.75%
Aromatase binding	-	0.4934	49.34%
PPAR gamma	-	0.6518	65.18%
Honey bee toxicity	-	0.7217	72.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.26%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.00%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.74%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.52%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.16%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	81.58%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%

Plants that contains it

• Hymenoxys odorata

Cross-Links

• PubChem: 14488511
• LOTUS: LTS0064437
• wikiData: Q105216602