[(1R,2S,4R,6S,8S,9R,10S,11S,13S,15R)-2,8,15-triacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

• Internal ID: b5c0efca-56c6-46a9-ae4a-4d95666bfc55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,4R,6S,8S,9R,10S,11S,13S,15R)-2,8,15-triacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(C(CC3OC(=O)C)C(C(CC4OC(=O)C)O)(C)C)C)C(C2=C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]4([C@H](C[C@@H]3OC(=O)C)C([C@H](C[C@@H]4OC(=O)C)O)(C)C)C)[C@@H](C2=C)OC(=O)C
• InChI: InChI=1S/C28H40O9/c1-13-18-9-19(34-14(2)29)24-27(8)20(26(6,7)21(33)11-22(27)35-15(3)30)10-23(36-16(4)31)28(24,12-18)25(13)37-17(5)32/h18-25,33H,1,9-12H2,2-8H3/t18-,19+,20-,21+,22+,23+,24+,25-,27+,28+/m1/s1
• InChI Key: VJFGJFZMXPGVNL-CWUSNDRHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₉
• Molecular Weight: 520.60 g/mol
• Exact Mass: 520.26723285 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.6870	68.70%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7370	73.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.8019	80.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5562	55.62%
P-glycoprotein inhibitior	+	0.7265	72.65%
P-glycoprotein substrate	-	0.6963	69.63%
CYP3A4 substrate	+	0.6668	66.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.6419	64.19%
CYP2C9 inhibition	-	0.8320	83.20%
CYP2C19 inhibition	-	0.7962	79.62%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.7895	78.95%
CYP2C8 inhibition	-	0.6524	65.24%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8664	86.64%
Skin irritation	+	0.5371	53.71%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.6182	61.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4395	43.95%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6334	63.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5658	56.58%
Acute Oral Toxicity (c)	I	0.4370	43.70%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.6215	62.15%
Thyroid receptor binding	+	0.5587	55.87%
Glucocorticoid receptor binding	+	0.7151	71.51%
Aromatase binding	+	0.6726	67.26%
PPAR gamma	+	0.7573	75.73%
Honey bee toxicity	-	0.5983	59.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.08%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.05%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.28%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.18%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.41%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.32%	98.95%

Plants that contains it

• Isodon adenanthus

Cross-Links

• PubChem: 11060386
• LOTUS: LTS0193961
• wikiData: Q105287200