1,2,10-Trihydroxy-3,6,6,10,14-pentamethyltricyclo[10.3.0.05,7]pentadeca-11,14-dien-13-one

Details

• Internal ID: d83d0791-632b-4fe9-9e0f-9ba075c2b34b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,2,10-trihydroxy-3,6,6,10,14-pentamethyltricyclo[10.3.0.05,7]pentadeca-11,14-dien-13-one
• SMILES (Canonical): CC1CC2C(C2(C)C)CCC(C=C3C(=O)C(=CC3(C1O)O)C)(C)O
• SMILES (Isomeric): CC1CC2C(C2(C)C)CCC(C=C3C(=O)C(=CC3(C1O)O)C)(C)O
• InChI: InChI=1S/C20H30O4/c1-11-8-14-13(18(14,3)4)6-7-19(5,23)10-15-16(21)12(2)9-20(15,24)17(11)22/h9-11,13-14,17,22-24H,6-8H2,1-5H3
• InChI Key: CZUBZNDQQZRXMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.6151	61.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7410	74.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	-	0.8171	81.71%
P-glycoprotein substrate	-	0.7758	77.58%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.6730	67.30%
CYP2C19 inhibition	-	0.6929	69.29%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.6146	61.46%
CYP2C8 inhibition	-	0.7795	77.95%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9675	96.75%
Skin irritation	+	0.5962	59.62%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3787	37.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7109	71.09%
skin sensitisation	-	0.7082	70.82%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6234	62.34%
Acute Oral Toxicity (c)	I	0.3556	35.56%
Estrogen receptor binding	+	0.7012	70.12%
Androgen receptor binding	+	0.6233	62.33%
Thyroid receptor binding	+	0.7207	72.07%
Glucocorticoid receptor binding	+	0.6892	68.92%
Aromatase binding	+	0.6144	61.44%
PPAR gamma	-	0.6817	68.17%
Honey bee toxicity	-	0.8497	84.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9746	97.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.68%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.43%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.48%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.30%	90.08%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.96%	86.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.15%	82.69%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.40%	98.99%

Plants that contains it

• Jatropha multifida

Cross-Links

• PubChem: 162935662
• LOTUS: LTS0151625
• wikiData: Q104973148