[(1R,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylpropanoate

Details

• Internal ID: 34701ef9-79d3-408e-8a64-f3ef31581323
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1R,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CC(C23C(C1(C)CCC(=C)C=C)CC(C=C2C(OC3OC(=O)C)OC(=O)C)OC(=O)C(C)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@]23[C@H]([C@]1(C)CCC(=C)C=C)C[C@H](C=C2[C@H](O[C@@H]3OC(=O)C)OC(=O)C)OC(=O)C(C)C)O
• InChI: InChI=1S/C28H40O8/c1-9-16(4)10-11-27(8)17(5)12-23(31)28-21(13-20(14-22(27)28)35-24(32)15(2)3)25(33-18(6)29)36-26(28)34-19(7)30/h9,13,15,17,20,22-23,25-26,31H,1,4,10-12,14H2,2-3,5-8H3/t17-,20+,22+,23+,25+,26+,27-,28-/m1/s1
• InChI Key: RMBJIVCZMVQHOH-XGEPFTLQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₈
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.27231823 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.7527	75.27%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7506	75.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	-	0.3588	35.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8487	84.87%
P-glycoprotein inhibitior	+	0.6912	69.12%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	+	0.6996	69.96%
CYP2C9 inhibition	-	0.7417	74.17%
CYP2C19 inhibition	-	0.8184	81.84%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.6397	63.97%
CYP2C8 inhibition	+	0.6052	60.52%
CYP inhibitory promiscuity	-	0.8334	83.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8841	88.41%
Skin irritation	+	0.6485	64.85%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3880	38.80%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6530	65.30%
Acute Oral Toxicity (c)	I	0.4308	43.08%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.5893	58.93%
Glucocorticoid receptor binding	+	0.7700	77.00%
Aromatase binding	+	0.7233	72.33%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.6674	66.74%
Biodegradation	-	0.7500	75.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.56%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.80%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.20%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.52%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	84.51%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.26%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.12%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.90%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.93%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.55%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.41%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.86%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.83%	95.50%

Plants that contains it

• Casearia corymbosa

Cross-Links

• PubChem: 14705625
• LOTUS: LTS0128625
• wikiData: Q105240687