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

Details

• Internal ID: 51738cf5-874d-4f58-b923-3a777696c18b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: (1R,2R,6S,10S,11R,13S,14R,15R)-1,13,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-5-one
• InChI: InChI=1S/C20H28O5/c1-9-5-13-12(15(9)22)6-11(8-21)7-14-16-18(3,4)20(16,25)17(23)10(2)19(13,14)24/h5,7,10,12-14,16-17,21,23-25H,6,8H2,1-4H3/t10-,12+,13-,14+,16-,17-,19+,20-/m1/s1
• InChI Key: RTJAYUGZUOLFMY-UXGDNJFBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9488	94.88%
Caco-2	-	0.7742	77.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6560	65.60%
P-glycoprotein inhibitior	-	0.9123	91.23%
P-glycoprotein substrate	-	0.6385	63.85%
CYP3A4 substrate	+	0.6048	60.48%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.8860	88.60%
CYP2C9 inhibition	-	0.6825	68.25%
CYP2C19 inhibition	-	0.8118	81.18%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.6526	65.26%
CYP2C8 inhibition	-	0.8800	88.00%
CYP inhibitory promiscuity	-	0.6812	68.12%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6576	65.76%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.6860	68.60%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6477	64.77%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7162	71.62%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4768	47.68%
Acute Oral Toxicity (c)	III	0.5441	54.41%
Estrogen receptor binding	+	0.6462	64.62%
Androgen receptor binding	+	0.6943	69.43%
Thyroid receptor binding	+	0.6834	68.34%
Glucocorticoid receptor binding	+	0.7188	71.88%
Aromatase binding	+	0.6487	64.87%
PPAR gamma	-	0.6356	63.56%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8787	87.87%

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	95.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	89.33%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.44%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.05%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.37%	97.09%
CHEMBL3045	P05771	Protein kinase C beta	82.24%	97.63%

Plants that contains it

• Sapium glandulosum

Cross-Links

• PubChem: 101667580
• LOTUS: LTS0230813
• wikiData: Q104399432