[(1R,2R,3R,4R,6S,8S,9S,10S,11S,13S,15R)-3,8,15-triacetyloxy-2,6-dihydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

• Internal ID: d6befa11-2374-4535-ab01-bd19193c95b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2R,3R,4R,6S,8S,9S,10S,11S,13S,15R)-3,8,15-triacetyloxy-2,6-dihydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• InChI: InChI=1S/C28H40O10/c1-12-17-9-18(35-13(2)29)22-27(8)20(36-14(3)30)10-19(33)26(6,7)23(27)21(37-15(4)31)24(34)28(22,11-17)25(12)38-16(5)32/h17-25,33-34H,1,9-11H2,2-8H3/t17-,18+,19+,20+,21-,22+,23-,24+,25-,27+,28-/m1/s1
• InChI Key: YWSXZIBJYNPFBF-HONUTEIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₁₀
• Molecular Weight: 536.60 g/mol
• Exact Mass: 536.26214747 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.7426	74.26%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7370	73.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.7875	78.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5181	51.81%
P-glycoprotein inhibitior	+	0.6772	67.72%
P-glycoprotein substrate	-	0.5883	58.83%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.7844	78.44%
CYP2C9 inhibition	-	0.8230	82.30%
CYP2C19 inhibition	-	0.8113	81.13%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.8696	86.96%
CYP2C8 inhibition	-	0.5897	58.97%
CYP inhibitory promiscuity	-	0.9445	94.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8886	88.86%
Skin irritation	-	0.5553	55.53%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5247	52.47%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5928	59.28%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6460	64.60%
Acute Oral Toxicity (c)	I	0.3861	38.61%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.7423	74.23%
Honey bee toxicity	-	0.6063	60.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.32%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	87.40%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.77%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.11%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.55%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.05%	83.82%

Plants that contains it

• Isodon calcicola

Cross-Links

• PubChem: 100955930
• LOTUS: LTS0143716
• wikiData: Q105367266