[1,3-Diacetyloxy-5,9-dihydroxy-7,8-dimethyl-7-(3-methylpenta-2,4-dienyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] deca-2,4-dienoate

Details

• Internal ID: a9c72d08-302d-4ed9-826c-bd673c571581
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [1,3-diacetyloxy-5,9-dihydroxy-7,8-dimethyl-7-(3-methylpenta-2,4-dienyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] deca-2,4-dienoate
• SMILES (Canonical): CCCCCC=CC=CC(=O)OC1C(C(C(C2C13C(OC(C3=CC(C2)O)OC(=O)C)OC(=O)C)(C)CC=C(C)C=C)C)O
• SMILES (Isomeric): CCCCCC=CC=CC(=O)OC1C(C(C(C2C13C(OC(C3=CC(C2)O)OC(=O)C)OC(=O)C)(C)CC=C(C)C=C)C)O
• InChI: InChI=1S/C34H48O9/c1-8-10-11-12-13-14-15-16-28(38)42-30-29(39)22(4)33(7,18-17-21(3)9-2)27-20-25(37)19-26-31(40-23(5)35)43-32(34(26,27)30)41-24(6)36/h9,13-17,19,22,25,27,29-32,37,39H,2,8,10-12,18,20H2,1,3-7H3
• InChI Key: DVAVLSBNVPVRBI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₉
• Molecular Weight: 600.70 g/mol
• Exact Mass: 600.32983310 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	-	0.8008	80.08%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6158	61.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7922	79.22%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8929	89.29%
P-glycoprotein inhibitior	+	0.8069	80.69%
P-glycoprotein substrate	+	0.6467	64.67%
CYP3A4 substrate	+	0.7181	71.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	+	0.8553	85.53%
CYP2C9 inhibition	-	0.7692	76.92%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.6901	69.01%
CYP2C8 inhibition	+	0.7387	73.87%
CYP inhibitory promiscuity	-	0.7106	71.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4185	41.85%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9125	91.25%
Skin irritation	+	0.7360	73.60%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7724	77.24%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8567	85.67%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4551	45.51%
Acute Oral Toxicity (c)	III	0.5256	52.56%
Estrogen receptor binding	+	0.7355	73.55%
Androgen receptor binding	+	0.7047	70.47%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	+	0.7530	75.30%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.6568	65.68%
Honey bee toxicity	-	0.7612	76.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	98.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.77%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.83%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.15%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.99%	94.80%
CHEMBL230	P35354	Cyclooxygenase-2	89.88%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.65%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.53%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	88.44%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.56%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.13%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.63%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	83.06%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.91%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.43%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.21%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.01%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	80.38%	98.03%

Plants that contains it

• Casearia arguta

Cross-Links

• PubChem: 75579006
• LOTUS: LTS0181752
• wikiData: Q104989780