[(3S)-5-[(1S,4aR,6S,8aR)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentyl] (3S)-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: 68315d71-5278-430a-9262-b980f67c703e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(3S)-5-[(1S,4aR,6S,8aR)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentyl] (3S)-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(C2(C)C)O)C)CCOC(=O)CC(C)CCC3C(=C)CCC4C3(CCC(=O)C4(C)C)C
• SMILES (Isomeric): C[C@@H](CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CC[C@@H](C2(C)C)O)C)CCOC(=O)C[C@@H](C)CC[C@H]3C(=C)CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C
• InChI: InChI=1S/C40H66O4/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/h26-27,30-34,41H,3-4,11-25H2,1-2,5-10H3/t26-,27-,30-,31-,32-,33-,34-,39+,40+/m0/s1
• InChI Key: WWGJIUMHLNAQGO-JNFCILRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₄
• Molecular Weight: 610.90 g/mol
• Exact Mass: 610.49611058 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 9.89
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.8034	80.34%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9048	90.48%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8609	86.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5641	56.41%
BSEP inhibitior	+	0.9463	94.63%
P-glycoprotein inhibitior	+	0.7215	72.15%
P-glycoprotein substrate	-	0.6197	61.97%
CYP3A4 substrate	+	0.7010	70.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.6076	60.76%
CYP2C9 inhibition	-	0.7177	71.77%
CYP2C19 inhibition	-	0.8349	83.49%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	-	0.6281	62.81%
CYP inhibitory promiscuity	-	0.8850	88.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6983	69.83%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9012	90.12%
Skin irritation	+	0.5169	51.69%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.6891	68.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6414	64.14%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6658	66.58%
skin sensitisation	-	0.7211	72.11%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.8218	82.18%
Estrogen receptor binding	+	0.7506	75.06%
Androgen receptor binding	+	0.7007	70.07%
Thyroid receptor binding	-	0.5181	51.81%
Glucocorticoid receptor binding	+	0.6720	67.20%
Aromatase binding	+	0.6218	62.18%
PPAR gamma	+	0.5497	54.97%
Honey bee toxicity	-	0.7618	76.18%
Biodegradation	-	0.7500	75.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	96.18%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.68%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.51%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.08%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.41%	83.82%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.00%	90.71%
CHEMBL2581	P07339	Cathepsin D	87.88%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	87.42%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.77%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.03%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.96%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.62%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.13%	91.19%
CHEMBL202	P00374	Dihydrofolate reductase	81.12%	89.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.41%	96.47%

Plants that contains it

• Moldenhawera nutans

Cross-Links

• PubChem: 100958593
• LOTUS: LTS0236596
• wikiData: Q105313994