[(1R,2R,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 3-methylbut-2-enoate

Details

• Internal ID: 6cb335e2-0bb9-4183-87f6-be32c42f4218
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1R,2R,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(=O)C4CC(=C3)CO)C)O)OC(=O)C)OC(=O)C=C(C)C
• 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(=O)[C@@H]4CC(=C3)CO)C)O)OC(=O)C)OC(=O)C=C(C)C
• InChI: InChI=1S/C27H36O7/c1-13(2)8-21(30)33-24-15(4)26(32)19-9-14(3)22(31)18(19)10-17(12-28)11-20(26)23-25(6,7)27(23,24)34-16(5)29/h8-9,11,15,18-20,23-24,28,32H,10,12H2,1-7H3/t15-,18-,19-,20+,23-,24-,26+,27-/m1/s1
• InChI Key: HANHFLHKGWUFQU-CSCLOYBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₇
• Molecular Weight: 472.60 g/mol
• Exact Mass: 472.24610348 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• 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	+	0.9677	96.77%
Caco-2	-	0.6535	65.35%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7799	77.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8520	85.20%
P-glycoprotein inhibitior	+	0.6521	65.21%
P-glycoprotein substrate	+	0.5997	59.97%
CYP3A4 substrate	+	0.6591	65.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8327	83.27%
CYP2C9 inhibition	-	0.5881	58.81%
CYP2C19 inhibition	-	0.8150	81.50%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.7259	72.59%
CYP2C8 inhibition	+	0.5213	52.13%
CYP inhibitory promiscuity	-	0.6823	68.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6864	68.64%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5810	58.10%
skin sensitisation	-	0.7077	70.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7332	73.32%
Acute Oral Toxicity (c)	III	0.5102	51.02%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.7886	78.86%
Aromatase binding	+	0.6744	67.44%
PPAR gamma	+	0.6847	68.47%
Honey bee toxicity	-	0.6628	66.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9586	95.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.77%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.02%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	86.58%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.15%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.53%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.86%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	83.01%	97.63%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.66%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	81.13%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.73%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.64%	91.24%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.47%	88.56%
CHEMBL5028	O14672	ADAM10	80.06%	97.50%

Plants that contains it

• Croton ciliatoglandulifer

Cross-Links

• PubChem: 11655810
• LOTUS: LTS0195679
• wikiData: Q105024946