[(1R,3R,3aS,5S,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] 2-methylpropanoate

Details

• Internal ID: 3609b6a4-d965-460f-8876-d5018d3ebe0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1R,3R,3aS,5S,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] 2-methylpropanoate
• SMILES (Canonical): CC1CCC23C(CC(CC2C1(C)CCC(=C)C=C)OC(=O)C(C)C)C(OC3OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]23[C@H](C[C@H](C[C@H]2[C@]1(C)CCC(=C)C=C)OC(=O)C(C)C)[C@H](O[C@@H]3OC(=O)C)OC(=O)C
• InChI: InChI=1S/C28H42O7/c1-9-17(4)10-12-27(8)18(5)11-13-28-22(14-21(15-23(27)28)34-24(31)16(2)3)25(32-19(6)29)35-26(28)33-20(7)30/h9,16,18,21-23,25-26H,1,4,10-15H2,2-3,5-8H3/t18-,21-,22-,23+,25+,26+,27-,28-/m1/s1
• InChI Key: QQMKNBINSPKTJP-ZOPGICARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₇
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.29305367 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.33
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.6981	69.81%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	-	0.5980	59.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8500	85.00%
P-glycoprotein inhibitior	+	0.7297	72.97%
P-glycoprotein substrate	-	0.5815	58.15%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	+	0.5063	50.63%
CYP2C9 inhibition	-	0.7546	75.46%
CYP2C19 inhibition	-	0.6625	66.25%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.6410	64.10%
CYP2C8 inhibition	+	0.5973	59.73%
CYP inhibitory promiscuity	-	0.7253	72.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8538	85.38%
Skin irritation	+	0.4945	49.45%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7208	72.08%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5629	56.29%
skin sensitisation	-	0.7168	71.68%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6373	63.73%
Acute Oral Toxicity (c)	III	0.5073	50.73%
Estrogen receptor binding	+	0.8681	86.81%
Androgen receptor binding	+	0.5868	58.68%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	+	0.8115	81.15%
Aromatase binding	+	0.7705	77.05%
PPAR gamma	+	0.7470	74.70%
Honey bee toxicity	-	0.6218	62.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	98.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.39%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.03%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	92.46%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	90.88%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.40%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	90.12%	98.03%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.20%	89.05%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	88.02%	82.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.71%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.68%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.43%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.23%	96.61%
CHEMBL5028	O14672	ADAM10	84.18%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.95%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.51%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.94%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.76%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.75%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.26%	95.89%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.90%	85.30%
CHEMBL2581	P07339	Cathepsin D	81.68%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	80.44%	98.10%
CHEMBL233	P35372	Mu opioid receptor	80.44%	97.93%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.26%	82.50%

Plants that contains it

• Monodora undulata

Cross-Links

• PubChem: 162972416
• LOTUS: LTS0248636
• wikiData: Q105225935