(1S,9S,10R,10aR)-1,9-dihydroxy-7-methyl-10-(6-methylhept-5-en-2-yl)-1,5,8,9,10,10a-hexahydrocyclonona[c]furan-3-one

Details

• Internal ID: ba4961cd-bf12-4c50-8dfa-e769820fff69
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,9S,10R,10aR)-1,9-dihydroxy-7-methyl-10-(6-methylhept-5-en-2-yl)-1,5,8,9,10,10a-hexahydrocyclonona[c]furan-3-one
• InChI: InChI=1S/C20H30O4/c1-12(2)7-5-9-14(4)17-16(21)11-13(3)8-6-10-15-18(17)20(23)24-19(15)22/h7-8,10,14,16-18,20-21,23H,5-6,9,11H2,1-4H3/t14?,16-,17-,18-,20-/m0/s1
• InChI Key: ZLVXQIPQKMUARK-KJHMNUFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.8929	89.29%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6682	66.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8381	83.81%
P-glycoprotein inhibitior	-	0.6954	69.54%
P-glycoprotein substrate	-	0.7453	74.53%
CYP3A4 substrate	+	0.5365	53.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	+	0.5571	55.71%
CYP2C9 inhibition	-	0.8589	85.89%
CYP2C19 inhibition	-	0.8136	81.36%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	+	0.5052	50.52%
CYP2C8 inhibition	-	0.9470	94.70%
CYP inhibitory promiscuity	-	0.8699	86.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5597	55.97%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9733	97.33%
Skin irritation	+	0.5470	54.70%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6650	66.50%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5962	59.62%
skin sensitisation	-	0.7726	77.26%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6947	69.47%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6838	68.38%
Acute Oral Toxicity (c)	I	0.3872	38.72%
Estrogen receptor binding	-	0.7218	72.18%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	-	0.6127	61.27%
Glucocorticoid receptor binding	-	0.5850	58.50%
Aromatase binding	-	0.8160	81.60%
PPAR gamma	-	0.5149	51.49%
Honey bee toxicity	-	0.8791	87.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9777	97.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.84%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.07%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.93%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.65%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.39%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.73%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.36%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.46%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163193850
• LOTUS: LTS0010020
• wikiData: Q105379236