(1R,5S,7R,8R,9R,10S,11R,15S,18R)-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-2-ene-7,9,10,15,18-pentol

Details

• Internal ID: 394ff000-5760-4ea1-a15e-9e1f382cb78e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,5S,7R,8R,9R,10S,11R,15S,18R)-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-2-ene-7,9,10,15,18-pentol
• InChI: InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h5,10,12-16,21-25H,1,4,6-8H2,2-3H3/t10-,12-,13+,14+,15+,16-,18+,19-,20-/m0/s1
• InChI Key: NKEDCEDIFVIJPA-FQZJVCEQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8938	89.38%
Caco-2	-	0.7991	79.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6944	69.44%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7862	78.62%
BSEP inhibitior	-	0.7949	79.49%
P-glycoprotein inhibitior	-	0.8343	83.43%
P-glycoprotein substrate	-	0.6441	64.41%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.7863	78.63%
CYP3A4 inhibition	-	0.9246	92.46%
CYP2C9 inhibition	-	0.7983	79.83%
CYP2C19 inhibition	-	0.8299	82.99%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.7939	79.39%
CYP2C8 inhibition	+	0.5160	51.60%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6550	65.50%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9630	96.30%
Skin irritation	-	0.5641	56.41%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6371	63.71%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5543	55.43%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4539	45.39%
Acute Oral Toxicity (c)	III	0.4822	48.22%
Estrogen receptor binding	+	0.6500	65.00%
Androgen receptor binding	+	0.7083	70.83%
Thyroid receptor binding	+	0.6696	66.96%
Glucocorticoid receptor binding	+	0.6895	68.95%
Aromatase binding	+	0.7284	72.84%
PPAR gamma	-	0.5520	55.20%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	96.65%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.03%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.46%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.54%	97.25%
CHEMBL1871	P10275	Androgen Receptor	89.23%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.83%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.46%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.77%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.69%	96.61%

Plants that contains it

• Isodon rosthornii

Cross-Links

• PubChem: 71745897
• LOTUS: LTS0214633
• wikiData: Q105180540