(2S)-2-[(2E,6E,10R)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dienyl]-4,6,9-trihydroxy-2-methoxy-5,7-dimethylphenalene-1,3-dione

Details

• Internal ID: 3256c67d-220e-42be-91e6-d23e84db9f42
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S)-2-[(2E,6E,10R)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dienyl]-4,6,9-trihydroxy-2-methoxy-5,7-dimethylphenalene-1,3-dione
• SMILES (Canonical): CC1=CC(=C2C3=C1C(=C(C(=C3C(=O)C(C2=O)(CC=C(C)CCC=C(C)CCC(C(C)(C)O)O)OC)O)C)O)O
• SMILES (Isomeric): CC1=CC(=C2C3=C1C(=C(C(=C3C(=O)[C@@](C2=O)(C/C=C(\C)/CC/C=C(\C)/CC[C@H](C(C)(C)O)O)OC)O)C)O)O
• InChI: InChI=1S/C31H40O8/c1-16(11-12-21(33)30(5,6)38)9-8-10-17(2)13-14-31(39-7)28(36)23-20(32)15-18(3)22-24(23)25(29(31)37)27(35)19(4)26(22)34/h9,13,15,21,32-35,38H,8,10-12,14H2,1-7H3/b16-9+,17-13+/t21-,31+/m1/s1
• InChI Key: GQARNKWPEKMBHX-MTXKEFDESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₈
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.27231823 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.7352	73.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7332	73.32%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.8429	84.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7103	71.03%
P-glycoprotein inhibitior	+	0.6538	65.38%
P-glycoprotein substrate	-	0.5564	55.64%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8190	81.90%
CYP3A4 inhibition	-	0.6270	62.70%
CYP2C9 inhibition	+	0.5061	50.61%
CYP2C19 inhibition	+	0.5952	59.52%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	+	0.6963	69.63%
CYP2C8 inhibition	+	0.5387	53.87%
CYP inhibitory promiscuity	-	0.8667	86.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.7231	72.31%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3784	37.84%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5335	53.35%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6722	67.22%
Acute Oral Toxicity (c)	III	0.3914	39.14%
Estrogen receptor binding	+	0.7412	74.12%
Androgen receptor binding	+	0.6406	64.06%
Thyroid receptor binding	+	0.6334	63.34%
Glucocorticoid receptor binding	+	0.7467	74.67%
Aromatase binding	+	0.7996	79.96%
PPAR gamma	+	0.6968	69.68%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.36%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.79%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.74%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.33%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.34%	99.15%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.76%	82.38%
CHEMBL4581	P52732	Kinesin-like protein 1	86.59%	93.18%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.08%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.92%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.10%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.56%	89.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.18%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.98%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.74%	97.21%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.66%	80.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101889638
• LOTUS: LTS0046126
• wikiData: Q105015291