(3S,4R,5R)-4,5-dihydroxy-3-[(3E,7E)-4,8,12-trimethyl-10-oxotrideca-3,7,11-trienyl]oxolan-2-one

Details

• Internal ID: 38f9a0ff-5aa8-4863-895a-7e54ccf2f41a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3S,4R,5R)-4,5-dihydroxy-3-[(3E,7E)-4,8,12-trimethyl-10-oxotrideca-3,7,11-trienyl]oxolan-2-one
• InChI: InChI=1S/C20H30O5/c1-13(2)11-16(21)12-15(4)9-5-7-14(3)8-6-10-17-18(22)20(24)25-19(17)23/h8-9,11,17-18,20,22,24H,5-7,10,12H2,1-4H3/b14-8+,15-9+/t17-,18+,20+/m0/s1
• InChI Key: JCZUMYXAXWKJTF-HUWOSRLJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8855	88.55%
Caco-2	-	0.6378	63.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7718	77.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.8955	89.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8929	89.29%
P-glycoprotein inhibitior	-	0.6765	67.65%
P-glycoprotein substrate	-	0.7196	71.96%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.6440	64.40%
CYP2C9 inhibition	-	0.7255	72.55%
CYP2C19 inhibition	-	0.5485	54.85%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	-	0.6183	61.83%
CYP2C8 inhibition	-	0.8931	89.31%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6548	65.48%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9282	92.82%
Skin irritation	-	0.5584	55.84%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5338	53.38%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6059	60.59%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6633	66.33%
Acute Oral Toxicity (c)	III	0.3891	38.91%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5698	56.98%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5204	52.04%
Aromatase binding	-	0.6252	62.52%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	92.86%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.61%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	90.28%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.90%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.24%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.66%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.75%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.83%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.68%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15747674
• LOTUS: LTS0246630
• wikiData: Q105125282