(1S,2S,5S,6R,10S,11R,13S,14R,15R)-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-diene-1,5,6,13,14-pentol

Details

• Internal ID: c6f0fd7b-00c6-4fa8-b94e-e758d763e5dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: (1S,2S,5S,6R,10S,11R,13S,14R,15R)-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-diene-1,5,6,13,14-pentol
• SMILES (Canonical): CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(C4(CC(=C3)CO)O)O)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@]2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C([C@@H]([C@]4(CC(=C3)CO)O)O)C)O)O)O
• InChI: InChI=1S/C20H30O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-16,21-26H,7-8H2,1-4H3/t10-,12+,13-,14-,15+,16-,18-,19-,20-/m1/s1
• InChI Key: QMZLYLKRDDEGPS-YYKKMLFRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9357	93.57%
Caco-2	-	0.7580	75.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5061	50.61%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8973	89.73%
P-glycoprotein inhibitior	-	0.8851	88.51%
P-glycoprotein substrate	-	0.5440	54.40%
CYP3A4 substrate	+	0.5940	59.40%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8840	88.40%
CYP2C9 inhibition	-	0.7631	76.31%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.7799	77.99%
CYP2C8 inhibition	-	0.7195	71.95%
CYP inhibitory promiscuity	-	0.8154	81.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6454	64.54%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.7030	70.30%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	+	0.5526	55.26%
Human Ether-a-go-go-Related Gene inhibition	-	0.4810	48.10%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7303	73.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4816	48.16%
Acute Oral Toxicity (c)	III	0.5566	55.66%
Estrogen receptor binding	+	0.6054	60.54%
Androgen receptor binding	+	0.6869	68.69%
Thyroid receptor binding	+	0.6864	68.64%
Glucocorticoid receptor binding	+	0.6059	60.59%
Aromatase binding	+	0.6565	65.65%
PPAR gamma	-	0.5381	53.81%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.3790	37.90%

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	95.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.74%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.43%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.27%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	84.22%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%

Plants that contains it

• Euphorbia fischeriana

Cross-Links

• PubChem: 162866382
• LOTUS: LTS0177612
• wikiData: Q105224270