[(1R,2R,4aS,5R,6S,7R,8aR)-5,6-dihydroxy-1,8a-dimethyl-7-prop-1-en-2-yl-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalen-2-yl] (Z,5R)-5-[(Z)-2-methylbut-2-enoyl]oxyhex-2-enoate

Details

• Internal ID: 9b4f4d6d-9ac6-4bf1-bdf0-1556c46116b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(1R,2R,4aS,5R,6S,7R,8aR)-5,6-dihydroxy-1,8a-dimethyl-7-prop-1-en-2-yl-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalen-2-yl] (Z,5R)-5-[(Z)-2-methylbut-2-enoyl]oxyhex-2-enoate
• InChI: InChI=1S/C26H40O6/c1-8-16(4)25(30)31-17(5)10-9-11-22(27)32-21-13-12-20-24(29)23(28)19(15(2)3)14-26(20,7)18(21)6/h8-9,11,17-21,23-24,28-29H,2,10,12-14H2,1,3-7H3/b11-9-,16-8-/t17-,18+,19-,20-,21-,23+,24-,26-/m1/s1
• InChI Key: LEVRLHOYJMXLQN-MEDQDAFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₆
• Molecular Weight: 448.60 g/mol
• Exact Mass: 448.28248899 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	-	0.7492	74.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8762	87.62%
OATP1B3 inhibitior	-	0.2868	28.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	-	0.6621	66.21%
P-glycoprotein inhibitior	-	0.4489	44.89%
P-glycoprotein substrate	-	0.5077	50.77%
CYP3A4 substrate	+	0.6915	69.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9016	90.16%
CYP3A4 inhibition	-	0.6071	60.71%
CYP2C9 inhibition	-	0.8942	89.42%
CYP2C19 inhibition	-	0.8464	84.64%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8163	81.63%
CYP2C8 inhibition	-	0.5694	56.94%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.7155	71.55%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9663	96.63%
Skin irritation	+	0.5561	55.61%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6900	69.00%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5124	51.24%
skin sensitisation	-	0.7424	74.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5809	58.09%
Acute Oral Toxicity (c)	III	0.5679	56.79%
Estrogen receptor binding	+	0.5777	57.77%
Androgen receptor binding	-	0.5386	53.86%
Thyroid receptor binding	-	0.5147	51.47%
Glucocorticoid receptor binding	+	0.6498	64.98%
Aromatase binding	+	0.6036	60.36%
PPAR gamma	+	0.5880	58.80%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.90%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.53%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.59%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.84%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.80%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.16%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.14%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	88.64%	91.19%
CHEMBL204	P00734	Thrombin	88.64%	96.01%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	88.10%	92.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.85%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	86.03%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.98%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.94%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.54%	83.82%
CHEMBL2581	P07339	Cathepsin D	85.44%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.11%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.87%	94.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.59%	97.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.55%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.45%	89.34%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.20%	80.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	84.09%	97.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.28%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	82.04%	98.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.80%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.31%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.88%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.35%	97.50%

Plants that contains it

• Senecio speciosus

Cross-Links

• PubChem: 163084960
• LOTUS: LTS0115682
• wikiData: Q105150822