(1S,4R,6S,9R,10S,13R,14R)-6-hydroxy-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-14-carboxylic acid

Details

• Internal ID: 5945410d-e83f-4655-ac02-9b921285b3fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4R,6S,9R,10S,13R,14R)-6-hydroxy-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-14-carboxylic acid
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CCC1O)C)C(C4)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@]34[C@@H]2CC[C@H](C3)[C@@H](C4)C(=O)O)(C)C)O
• InChI: InChI=1S/C20H32O3/c1-18(2)14-6-9-20-10-12(13(11-20)17(22)23)4-5-15(20)19(14,3)8-7-16(18)21/h12-16,21H,4-11H2,1-3H3,(H,22,23)/t12-,13-,14+,15-,16+,19+,20+/m1/s1
• InChI Key: QEKFQDWHWQXURE-KUZDCQBHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 2
• 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	+	0.9941	99.41%
Caco-2	+	0.5908	59.08%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8019	80.19%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7171	71.71%
P-glycoprotein inhibitior	-	0.7974	79.74%
P-glycoprotein substrate	-	0.8914	89.14%
CYP3A4 substrate	+	0.6376	63.76%
CYP2C9 substrate	-	0.6466	64.66%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9176	91.76%
CYP2C9 inhibition	-	0.8042	80.42%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9723	97.23%
CYP1A2 inhibition	-	0.8184	81.84%
CYP2C8 inhibition	-	0.8299	82.99%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8872	88.72%
Skin irritation	+	0.6692	66.92%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7555	75.55%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7319	73.19%
skin sensitisation	-	0.6616	66.16%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8500	85.00%
Acute Oral Toxicity (c)	III	0.5892	58.92%
Estrogen receptor binding	+	0.8886	88.86%
Androgen receptor binding	+	0.5552	55.52%
Thyroid receptor binding	+	0.6824	68.24%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.6847	68.47%
PPAR gamma	-	0.6212	62.12%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.04%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.16%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	89.32%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.90%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.97%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	80.52%	98.10%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.03%	93.00%

Plants that contains it

• Callicarpa furfuracea

Cross-Links

• PubChem: 101394715
• LOTUS: LTS0116663
• wikiData: Q105219263