(2,3,6,7-Tetraacetyloxy-15-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: 7be3d787-2eed-4f23-83b5-98d8803c6299
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2,3,6,7-tetraacetyloxy-15-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(CC(C(C(C4C(C3OC(=O)C)OC(=O)C)(C)C)OC(=O)C)OC(=O)C)C)C(C2=C)O
• SMILES (Isomeric): CC(=O)OC1CC2CC3(C1C4(CC(C(C(C4C(C3OC(=O)C)OC(=O)C)(C)C)OC(=O)C)OC(=O)C)C)C(C2=C)O
• InChI: InChI=1S/C30H42O11/c1-13-19-10-20(37-14(2)31)23-29(9)12-21(38-15(3)32)26(40-17(5)34)28(7,8)24(29)22(39-16(4)33)27(41-18(6)35)30(23,11-19)25(13)36/h19-27,36H,1,10-12H2,2-9H3
• InChI Key: ZDHNGQWYWBNSEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₁
• Molecular Weight: 578.60 g/mol
• Exact Mass: 578.27271215 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.7759	77.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7753	77.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	-	0.2856	28.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8552	85.52%
P-glycoprotein inhibitior	+	0.7633	76.33%
P-glycoprotein substrate	-	0.7084	70.84%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.6575	65.75%
CYP2C9 inhibition	-	0.7665	76.65%
CYP2C19 inhibition	-	0.7518	75.18%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.7841	78.41%
CYP2C8 inhibition	-	0.7017	70.17%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8750	87.50%
Skin irritation	-	0.5873	58.73%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5919	59.19%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6293	62.93%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5455	54.55%
Acute Oral Toxicity (c)	III	0.3644	36.44%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.6353	63.53%
Thyroid receptor binding	+	0.5837	58.37%
Glucocorticoid receptor binding	+	0.7332	73.32%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.7007	70.07%
Honey bee toxicity	-	0.6498	64.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.90%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.31%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.86%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.00%	98.95%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.13%	100.00%

Plants that contains it

• Isodon angustifolius

Cross-Links

• PubChem: 85245346
• LOTUS: LTS0036132
• wikiData: Q105372201