3-[2,3-dihydroxy-5-[(3S,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]phenyl]-5-[(3R,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]benzene-1,2-diol

Details

• Internal ID: 08f5049a-d1ad-47df-8d45-9800f577af1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[2,3-dihydroxy-5-[(3S,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]phenyl]-5-[(3R,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]benzene-1,2-diol
• InChI: InChI=1S/C42H58O4/c1-11-41(9,23-15-21-31(7)19-13-17-29(3)4)33-25-35(39(45)37(43)27-33)36-26-34(28-38(44)40(36)46)42(10,12-2)24-16-22-32(8)20-14-18-30(5)6/h11-12,17-18,21-22,25-28,43-46H,1-2,13-16,19-20,23-24H2,3-10H3/b31-21+,32-22+/t41-,42+
• InChI Key: FBBLBOYXADGJGC-MWFZOWTOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₈O₄
• Molecular Weight: 626.90 g/mol
• Exact Mass: 626.43351033 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 13.70
• Atomic LogP (AlogP): 12.01
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.8285	82.85%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8395	83.95%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.8944	89.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8192	81.92%
P-glycoprotein substrate	-	0.7821	78.21%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.6874	68.74%
CYP3A4 inhibition	-	0.5519	55.19%
CYP2C9 inhibition	-	0.5179	51.79%
CYP2C19 inhibition	+	0.5281	52.81%
CYP2D6 inhibition	-	0.8692	86.92%
CYP1A2 inhibition	-	0.6190	61.90%
CYP2C8 inhibition	+	0.4523	45.23%
CYP inhibitory promiscuity	+	0.5096	50.96%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7423	74.23%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8666	86.66%
Skin irritation	-	0.7862	78.62%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8841	88.41%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5705	57.05%
skin sensitisation	-	0.6457	64.57%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4543	45.43%
Acute Oral Toxicity (c)	III	0.7015	70.15%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.8114	81.14%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.7391	73.91%
Aromatase binding	+	0.6648	66.48%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.7533	75.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.93%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.05%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.99%	92.08%
CHEMBL2039	P27338	Monoamine oxidase B	89.97%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.98%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.52%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.20%	89.34%
CHEMBL4581	P52732	Kinesin-like protein 1	80.51%	93.18%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.30%	97.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.09%	96.90%

Plants that contains it

• Piper peltatum

Cross-Links

• PubChem: 163193782
• LOTUS: LTS0072478
• wikiData: Q104992539