(1S,8R,10S,11R,14R)-6,8,14-trihydroxy-11-methyl-5-propan-2-yl-13-oxatetracyclo[9.3.3.01,10.02,7]heptadeca-2(7),5-diene-3,4-dione

Details

• Internal ID: c5f4d572-131f-4966-bba3-4660477ba14c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,8R,10S,11R,14R)-6,8,14-trihydroxy-11-methyl-5-propan-2-yl-13-oxatetracyclo[9.3.3.01,10.02,7]heptadeca-2(7),5-diene-3,4-dione
• SMILES (Canonical): CC(C)C1=C(C2=C(C(=O)C1=O)C34CCCC(C3CC2O)(COC4O)C)O
• SMILES (Isomeric): CC(C)C1=C(C2=C(C(=O)C1=O)[C@]34CCC[C@]([C@@H]3C[C@H]2O)(CO[C@H]4O)C)O
• InChI: InChI=1S/C20H26O6/c1-9(2)12-15(22)13-10(21)7-11-19(3)5-4-6-20(11,18(25)26-8-19)14(13)17(24)16(12)23/h9-11,18,21-22,25H,4-8H2,1-3H3/t10-,11+,18-,19+,20+/m1/s1
• InChI Key: GRXOWDXBVGTJEN-JQWLKLNASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9460	94.60%
Caco-2	+	0.6097	60.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8492	84.92%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.8471	84.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5567	55.67%
BSEP inhibitior	-	0.8656	86.56%
P-glycoprotein inhibitior	-	0.7343	73.43%
P-glycoprotein substrate	-	0.6766	67.66%
CYP3A4 substrate	+	0.6338	63.38%
CYP2C9 substrate	-	0.7932	79.32%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.8799	87.99%
CYP2C19 inhibition	-	0.9185	91.85%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8541	85.41%
CYP2C8 inhibition	-	0.7612	76.12%
CYP inhibitory promiscuity	-	0.9688	96.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7870	78.70%
Skin irritation	+	0.5232	52.32%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6550	65.50%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6732	67.32%
Acute Oral Toxicity (c)	III	0.7022	70.22%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	+	0.5846	58.46%
Thyroid receptor binding	+	0.7013	70.13%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	-	0.4912	49.12%
PPAR gamma	+	0.7376	73.76%
Honey bee toxicity	-	0.7629	76.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9788	97.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.60%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.00%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.93%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.73%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.41%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.17%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.47%	95.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.20%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.11%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.62%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	86.27%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.86%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.81%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.61%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.77%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.59%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.75%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.43%	92.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.21%	93.56%

Plants that contains it

• Salvia anastomosans
• Salvia candicans
• Salvia pubescens

Cross-Links

• PubChem: 101316726
• LOTUS: LTS0029067
• wikiData: Q104394419