4-O-[(E)-5-[(1S,2R,4aS,8aR)-4a-[(4-methoxy-4-oxobutanoyl)oxymethyl]-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate

Details

• Internal ID: 6789e5e1-c714-4cbd-9dc4-ba15de4bc415
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 4-O-[(E)-5-[(1S,2R,4aS,8aR)-4a-[(4-methoxy-4-oxobutanoyl)oxymethyl]-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCOC(=O)CCC(=O)OC)C)CCC=C2C)COC(=O)CCC(=O)OC
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/COC(=O)CCC(=O)OC)/C)CCC=C2C)COC(=O)CCC(=O)OC
• InChI: InChI=1S/C30H46O8/c1-21(16-19-37-27(33)12-10-25(31)35-5)14-17-29(4)22(2)15-18-30(23(3)8-7-9-24(29)30)20-38-28(34)13-11-26(32)36-6/h8,16,22,24H,7,9-15,17-20H2,1-6H3/b21-16+/t22-,24-,29+,30-/m1/s1
• InChI Key: VZBWBMWJCQQGKZ-MCXJJSTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₈
• Molecular Weight: 534.70 g/mol
• Exact Mass: 534.31926842 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	-	0.7285	72.85%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7752	77.52%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9683	96.83%
P-glycoprotein inhibitior	+	0.8600	86.00%
P-glycoprotein substrate	-	0.6517	65.17%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7729	77.29%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.7740	77.40%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	+	0.5849	58.49%
CYP inhibitory promiscuity	-	0.6711	67.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8220	82.20%
Carcinogenicity (trinary)	Non-required	0.5770	57.70%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9864	98.64%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6717	67.17%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.7609	76.09%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6521	65.21%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7089	70.89%
Acute Oral Toxicity (c)	III	0.5847	58.47%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	+	0.6162	61.62%
Thyroid receptor binding	+	0.5196	51.96%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	-	0.5440	54.40%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL5028	O14672	ADAM10	87.87%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.77%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.12%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.82%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.72%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.72%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.47%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.73%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.75%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.94%	91.24%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.78%	98.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.65%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.07%	93.03%
CHEMBL4040	P28482	MAP kinase ERK2	80.04%	83.82%

Plants that contains it

• Chrysothamnus stylosus

Cross-Links

• PubChem: 14020113
• LOTUS: LTS0081633
• wikiData: Q105299630