1,6,13,14-Tetrahydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-5-one

Details

• Internal ID: 028dc6b4-82ce-47fe-9ad4-5a8340169cd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: 1,6,13,14-tetrahydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-5-one
• SMILES (Canonical): CC1C(C2(C(C2(C)CO)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)O)O
• SMILES (Isomeric): CC1C(C2(C(C2(C)CO)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)O)O
• InChI: InChI=1S/C20H28O7/c1-9-4-13-18(25,15(9)23)6-11(7-21)5-12-14-17(3,8-22)20(14,27)16(24)10(2)19(12,13)26/h4-5,10,12-14,16,21-22,24-27H,6-8H2,1-3H3
• InChI Key: LZQGEZTYQRNTCS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9327	93.27%
Caco-2	-	0.7319	73.19%
Blood Brain Barrier	+	0.6140	61.40%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5366	53.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6652	66.52%
P-glycoprotein inhibitior	-	0.9218	92.18%
P-glycoprotein substrate	-	0.6417	64.17%
CYP3A4 substrate	+	0.6220	62.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8721	87.21%
CYP2C9 inhibition	-	0.7948	79.48%
CYP2C19 inhibition	-	0.8380	83.80%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.7957	79.57%
CYP2C8 inhibition	-	0.8418	84.18%
CYP inhibitory promiscuity	-	0.8967	89.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.6976	69.76%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5226	52.26%
Human Ether-a-go-go-Related Gene inhibition	-	0.5251	52.51%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6018	60.18%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5308	53.08%
Acute Oral Toxicity (c)	III	0.5571	55.71%
Estrogen receptor binding	+	0.6691	66.91%
Androgen receptor binding	+	0.6902	69.02%
Thyroid receptor binding	+	0.7000	70.00%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	+	0.7192	71.92%
PPAR gamma	-	0.6319	63.19%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7159	71.59%

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	94.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.41%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.07%	94.75%
CHEMBL299	P17252	Protein kinase C alpha	86.04%	98.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.64%	86.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.14%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.35%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.49%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.45%	100.00%

Plants that contains it

• Croton flavens
• Jatropha podagrica

Cross-Links

• PubChem: 162901321
• LOTUS: LTS0155789
• wikiData: Q105160067