[(1R,3R,3aR,5R,6aS,7R,8R,10aS)-1,3-diacetyloxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,3a,4,5,6,6a,8,9,10-decahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 223b0bef-5be2-44a9-b926-d0c7b0d15c4b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1R,3R,3aR,5R,6aS,7R,8R,10aS)-1,3-diacetyloxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,3a,4,5,6,6a,8,9,10-decahydrobenzo[d][2]benzofuran-5-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C29H44O7/c1-9-17(3)11-13-28(8)19(5)12-14-29-23(26(33-20(6)30)36-27(29)34-21(7)31)15-22(16-24(28)29)35-25(32)18(4)10-2/h9,18-19,22-24,26-27H,1,3,10-16H2,2,4-8H3/t18-,19-,22+,23+,24+,26+,27+,28-,29-/m1/s1
• InChI Key: FXNJDKQQRAXPRJ-ZBXTWRGDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₇
• Molecular Weight: 504.70 g/mol
• Exact Mass: 504.30870374 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.7155	71.55%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5530	55.30%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.8351	83.51%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9304	93.04%
P-glycoprotein inhibitior	+	0.7159	71.59%
P-glycoprotein substrate	-	0.5323	53.23%
CYP3A4 substrate	+	0.7012	70.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	+	0.6043	60.43%
CYP2C9 inhibition	-	0.8165	81.65%
CYP2C19 inhibition	-	0.6234	62.34%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.6255	62.55%
CYP2C8 inhibition	+	0.6427	64.27%
CYP inhibitory promiscuity	-	0.6331	63.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6039	60.39%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8754	87.54%
Skin irritation	+	0.5426	54.26%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3970	39.70%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5641	56.41%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4767	47.67%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	+	0.8508	85.08%
Androgen receptor binding	+	0.5955	59.55%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	+	0.7655	76.55%
PPAR gamma	+	0.7251	72.51%
Honey bee toxicity	-	0.6672	66.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.31%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	96.41%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.17%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.35%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	91.54%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	90.74%	98.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.35%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.91%	96.95%
CHEMBL233	P35372	Mu opioid receptor	88.78%	97.93%
CHEMBL236	P41143	Delta opioid receptor	88.29%	99.35%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.21%	95.17%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.68%	89.05%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	86.06%	82.05%
CHEMBL237	P41145	Kappa opioid receptor	85.99%	98.10%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.35%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.28%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.96%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.55%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.26%	89.50%
CHEMBL5028	O14672	ADAM10	82.92%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.84%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.76%	97.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.75%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.80%	89.62%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.80%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.61%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.98%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.18%	95.50%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.17%	97.88%

Plants that contains it

• Casearia corymbosa

Cross-Links

• PubChem: 162983658
• LOTUS: LTS0000066
• wikiData: Q105004121