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

Details

• Internal ID: d2d2beb1-54ce-4ed7-9c71-791080342e93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2R,3R,4R,6S,8S,9R,10S,11S,13S,15R)-2,3,8-triacetyloxy-6,15-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)25(38-16(5)32)28(22,11-17)24(12)34/h17-25,33-34H,1,9-11H2,2-8H3/t17-,18+,19+,20+,21-,22+,23-,24-,25+,27-,28+/m1/s1
• InChI Key: WRAUDVDTGAVOQI-ULMOUDMDSA-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	+	0.9886	98.86%
Caco-2	-	0.7205	72.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	-	0.2463	24.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5120	51.20%
P-glycoprotein inhibitior	+	0.6844	68.44%
P-glycoprotein substrate	-	0.6374	63.74%
CYP3A4 substrate	+	0.6585	65.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.7951	79.51%
CYP2C9 inhibition	-	0.8059	80.59%
CYP2C19 inhibition	-	0.7661	76.61%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.8356	83.56%
CYP2C8 inhibition	-	0.5799	57.99%
CYP inhibitory promiscuity	-	0.9234	92.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6192	61.92%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8776	87.76%
Skin irritation	-	0.5280	52.80%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4200	42.00%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6442	64.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5410	54.10%
Acute Oral Toxicity (c)	I	0.4192	41.92%
Estrogen receptor binding	+	0.7853	78.53%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.5555	55.55%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	+	0.7433	74.33%
Honey bee toxicity	-	0.6482	64.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.54%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.82%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.52%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.78%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.71%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.52%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.25%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.04%	97.28%

Plants that contains it

• Isodon calcicola

Cross-Links

• PubChem: 162895697
• LOTUS: LTS0159418
• wikiData: Q105311134