[(1S,4S,5R,9S,10R,13R,14S)-5-(hydroxymethyl)-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methanol

Details

• Internal ID: 53be05db-246c-4a72-9a61-728b28de8a0f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,4S,5R,9S,10R,13R,14S)-5-(hydroxymethyl)-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methanol
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)CO)C)CO
• SMILES (Isomeric): C[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@H](C4)CO)C)CO
• InChI: InChI=1S/C20H34O2/c1-18(13-22)7-3-8-19(2)16(18)6-9-20-10-14(4-5-17(19)20)15(11-20)12-21/h14-17,21-22H,3-13H2,1-2H3/t14-,15-,16-,17+,18+,19-,20+/m1/s1
• InChI Key: BQTHAHCFODJOGN-DUBPVYKHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.5751	57.51%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.7433	74.33%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6859	68.59%
P-glycoprotein inhibitior	-	0.8959	89.59%
P-glycoprotein substrate	-	0.7989	79.89%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7282	72.82%
CYP3A4 inhibition	-	0.8755	87.55%
CYP2C9 inhibition	-	0.6234	62.34%
CYP2C19 inhibition	-	0.6963	69.63%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.6535	65.35%
CYP2C8 inhibition	-	0.7548	75.48%
CYP inhibitory promiscuity	-	0.8230	82.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9194	91.94%
Eye irritation	-	0.8138	81.38%
Skin irritation	-	0.9080	90.80%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5919	59.19%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.6243	62.43%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.6961	69.61%
Estrogen receptor binding	+	0.6878	68.78%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5852	58.52%
Glucocorticoid receptor binding	+	0.5539	55.39%
Aromatase binding	+	0.5662	56.62%
PPAR gamma	-	0.7148	71.48%
Honey bee toxicity	-	0.8820	88.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9588	95.88%

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	97.31%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.34%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	89.00%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.58%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	87.61%	95.93%
CHEMBL4072	P07858	Cathepsin B	85.30%	93.67%
CHEMBL1937	Q92769	Histone deacetylase 2	84.40%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.64%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	82.02%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	81.34%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.86%	92.94%

Plants that contains it

• Aegiceras corniculatum
• Ajuga integrifolia
• Allium multibulbosum
• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Arbutus menziesii
• Baccharis grandicapitulata
• Beesia calthifolia
• Boschniakia rossica
• Botrychium ternatum
• Bruguiera gymnorhiza
• Bursera kerberi
• Cinnamosma madagascariensis
• Clerodendrum trichotomum
• Clinacanthus nutans
• Crotalaria stolzii
• Curcuma aeruginosa
• Delphinium giraldii
• Echiochilon pauciflorum
• Eucalyptus albens
• Euonymus fortunei
• Euploca racemosa
• Hedysarum gmelinii
• Helenium integrifolium
• Helichrysum nudifolium
• Hypoxis nyasica
• Isoberlinia angolensis
• Juniperus scopulorum
• Lasianthaea podocephala
• Lupinus cosentinii
• Macaranga sinensis
• Melampodium leucanthum
• Mirabilis jalapa
• Myrica pensylvanica
• Neopallasia pectinata
• Nicoteba betonica
• Otostegia fruticosa
• Papaver pseudocanescens
• Paranephelius uniflorus
• Pellacalyx axillaris
• Peperomia filiformis
• Phlomis crinita
• Psidium acutangulum
• Pyrolirion flavum
• Renealmia alpinia
• Rhododendron aureum
• Rhododendron mucronulatum
• Seriphidium lessingianum
• Seseli libanotis
• Sideritis dasygnaphala
• Sonneratia alba
• Stellaria media
• Tephroseris integrifolia
• Tephroseris kirilowii
• Tephroseris palustris
• Terminalia tetraphylla
• Teucrium orientale
• Veltheimia capensis
• Xylopia aethiopica

Cross-Links

• PubChem: 102594837
• NPASS: NPC249194
• LOTUS: LTS0271216
• wikiData: Q105278853