[5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]-3-methylpentyl] 5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoate

Details

• Internal ID: f3915cfd-c0d3-47f3-ab57-296ba8a2e1fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]-3-methylpentyl] 5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoate
• SMILES (Canonical): CC(CCC1C(=C)CCC2C1(CCC(=O)C2(C)C)C)CCOC(=O)CC(C)CCC3C(=C)CCC4C3(CCC(=O)C4(C)C)C
• SMILES (Isomeric): CC(CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC(=O)C2(C)C)C)CCOC(=O)CC(C)CC[C@H]3C(=C)CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C
• InChI: InChI=1S/C40H64O4/c1-26(11-15-30-28(3)13-17-32-37(5,6)34(41)19-22-39(30,32)9)21-24-44-36(43)25-27(2)12-16-31-29(4)14-18-33-38(7,8)35(42)20-23-40(31,33)10/h26-27,30-33H,3-4,11-25H2,1-2,5-10H3/t26?,27?,30-,31-,32-,33-,39+,40+/m0/s1
• InChI Key: XQDCOJOGYBLPKT-RQFHQFSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₄
• Molecular Weight: 608.90 g/mol
• Exact Mass: 608.48046052 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 10.10
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.7965	79.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.7930	79.30%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9326	93.26%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	-	0.6900	69.00%
CYP3A4 substrate	+	0.6564	65.64%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.6422	64.22%
CYP2C9 inhibition	-	0.7787	77.87%
CYP2C19 inhibition	-	0.7465	74.65%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8388	83.88%
CYP2C8 inhibition	-	0.6876	68.76%
CYP inhibitory promiscuity	-	0.7719	77.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.5868	58.68%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.6392	63.92%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5734	57.34%
Acute Oral Toxicity (c)	III	0.8457	84.57%
Estrogen receptor binding	+	0.7694	76.94%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	+	0.5156	51.56%
Glucocorticoid receptor binding	+	0.6967	69.67%
Aromatase binding	+	0.6188	61.88%
PPAR gamma	+	0.6059	60.59%
Honey bee toxicity	-	0.8286	82.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.42%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	91.53%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.67%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.83%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.46%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.46%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	84.02%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.23%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	82.43%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.42%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.81%	90.08%
CHEMBL238	Q01959	Dopamine transporter	80.20%	95.88%

Plants that contains it

• Moldenhawera nutans

Cross-Links

• PubChem: 102149215
• LOTUS: LTS0247428
• wikiData: Q105339639