(1R,9R,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

Details

• Internal ID: 68d00fec-2d38-4b2c-82a8-a3a32110a73d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,9R,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)CC3C4C2(CCCC4(C)C)C(=O)O3)O)O
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)C[C@@H]3[C@@H]4[C@@]2(CCCC4(C)C)C(=O)O3)O)O
• InChI: InChI=1S/C20H26O4/c1-10(2)12-8-11-9-13-17-19(3,4)6-5-7-20(17,18(23)24-13)14(11)16(22)15(12)21/h8,10,13,17,21-22H,5-7,9H2,1-4H3/t13-,17+,20+/m1/s1
• InChI Key: VYFFPVYOQFBGNO-VOWSPCBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9661	96.61%
Caco-2	+	0.6664	66.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7667	76.67%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7836	78.36%
P-glycoprotein inhibitior	-	0.8459	84.59%
P-glycoprotein substrate	-	0.7715	77.15%
CYP3A4 substrate	+	0.6193	61.93%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7408	74.08%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.8141	81.41%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	-	0.8965	89.65%
CYP1A2 inhibition	+	0.6734	67.34%
CYP2C8 inhibition	-	0.8157	81.57%
CYP inhibitory promiscuity	-	0.8904	89.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8689	86.89%
Skin irritation	-	0.6086	60.86%
Skin corrosion	-	0.8694	86.94%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7291	72.91%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7053	70.53%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6530	65.30%
Acute Oral Toxicity (c)	III	0.5753	57.53%
Estrogen receptor binding	+	0.7992	79.92%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	+	0.6777	67.77%
Glucocorticoid receptor binding	+	0.8909	89.09%
Aromatase binding	+	0.6974	69.74%
PPAR gamma	+	0.7891	78.91%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	97.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.69%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.87%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.47%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.56%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.99%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.93%	93.04%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.17%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.03%	89.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.01%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.91%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.59%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.54%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.22%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.88%	85.14%
CHEMBL233	P35372	Mu opioid receptor	83.86%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.50%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.67%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.75%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.95%	93.40%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.10%	96.21%

Plants that contains it

• Podocarpus rumphii

Cross-Links

• PubChem: 9927504
• LOTUS: LTS0200767
• wikiData: Q105298945